Takata, Toshihiro et al. published their research in Bulletin of the Chemical Society of Japan in 1962 |CAS: 51566-22-4

3-Methylpyridine-2,6-diamine(cas:51566-22-4) belongs to pyridine-derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Safety of 3-Methylpyridine-2,6-diamine

Takata, Toshihiro published an article in 1962, the title of the article was Synthesis of methylpyridine and 1,8-naphthyridine derivatives.Safety of 3-Methylpyridine-2,6-diamine And the article contains the following content:

When a mixture of 43 g. α,α’-dimethylglutaronitrile (I) and 30 g. NaNH2 in 258 ml. HCONH2 was kept for 2 days, filtered, and washed with PrOH and EtOAc, 41 g. α,α’-dimethylglutarimidine (II), m. 209-10° (decomposition) (absolute EtOH), was obtained. Similarly α-methylglutaronitrile gave 70% of α-methylglutarimidine (III), m. 154-5° (decomposition) (absolute EtOH). Reduction of 7 g. II in 100 ml. absolute EtOH was carried out with 98 g. Na and excess EtOH. Steam distillation of the product and evaporation of the acidified distillate and basification with NaOH gave 4.6 g. 3,5-dimethylpiperidine (IV), b. 144°, d20 0.8532, n20D 1.4560; picrate m. 184°. Reduction of III gave 3-methylpiperidine (V), b. 125-6°, d20 0.8570, n20D 1.4506; picrate m. 105°. Dehydrogenation of 0.5 g. IV with 0.2 g. of a Pd catalyst gave 0.35 g. 3,5-dimethylpyridine (VI), b. 168-71°, d20 0.9096, n20D 1.4501; picrate m. 242-3° (decomposition). 3-Methylpyridine (VII) was obtained similarly from V; picrate m. 149-50°. Dehydrogenation of 1 g. II in 4 ml. Ph2O at 300° for 11 hrs. with Pd catalyst gave 0.3 g. 2,6-diamino-3,5-dimethylpyridine (VIII), m. 186-7° (C6H6). VIII was acetylated with Ac2O in a sealed tube at 170° for 1 hr. to give the tetraacetyl derivative (IX), m. 149° (C6H6). Acetylation of VIII at 95° for 1 hr. gave the diacetyl derivative (X), m. 197°. 2,6-Diamino-3-methylpyridine (XI), m. 156-7°, was obtained in 30% yield by the dehydrogenation of III with Pd catalyst. Treatment of 12.2 g. VII with 16 g. NaNH2 in 16 g. Tetralin at 150-3° for 4 hrs. and at 198-200° for 17 hrs. and pouring the mixture into H2O and extraction with C6H6 and evaporation gave 2.5 g. XI. Acetylation of XI with Ac2O at 170-180° for 3 hrs. gave the triacetyl derivative, m. 142-4°. Acetylation of XI with Ac2O at 90-100° for 1 hr. gave the diacetyl derivative, m. 220-1°. Treatment of 2,4,6-tricyano-n-heptane (XII) with NaNH2 as before gave 3,6-dihydro-2,7-diiminooctahydro-1,8-naphthyridine (XIII), m. 222-4° (decomposition), in 87% yield and 1,3,5-tricyanohexane (XIV) gave 3-methyl-2,7-diiminooctahydro-1,8-naphthyridine (XV), m. 204-6° (decomposition), in 65% yield, while 1,3,5-tricyanopentane (XVI) gave 2,7-diiminooctahydro-1,8-naphthyridine (XVII) in 82% yield. A solution of 1.5 g. XIII in 240 ml. amyl alcohol was reduced with 21 g. Na at 130-40°. Working up as for IV gave 1 g. 3,6-dimethyldecahydro-1,8-naphthyridine (XVIII), m. 162-3° (C6H6); dipicrate m. 213° (decomposition). Similar reductions of 7 g. XV in 800 ml. amyl alcohol and 98 g. Na gave 4 g. 3-methyldecahydro-1,8-naphthyridine (XIX), m. 116-17° [dipicrate m. 205° (decomposition)] and of 1.2 g. XVII with 17 g. Na gave 0.9 g. decahydro-1,8-naphthyridine (XX), m. 116-17° (dipicrate m. 195°). Dehydrogenation of XVIII with a Pd catalyst in Ph2O gave 3,6-dimethyl-1,8-naphthyridine (XXI), m. 191-2° (petr. ether) in 71% yield; picrate m. 210-11° (decomposition). To a mixture of 320 g. CH2(CO2Et)2 (XXII) and 280 g. CH2:CMeCN was added a solution of 11 g. Na in 80 g. EtOH and the mixture stirred at 30-50° for 8 hrs. and at 80-90° for 2 hrs. Addition of HCl, and distillation of the product gave 338 g. α,α’-dimethyl-γ,-γ-dicarbethoxypimelonitrile (XXIII), b2 175°. γ,γ-Dicarbethoxypimeronitrile (XXIV), m. 60-2°, was obtained in 76% yield from 187 g. XXII, and 123 g. acrylonitrile and 10.6 ml. of 30% KOH in aqueous MeOH at room temperature for 2 hrs. XXIII (115 g.) was hydrolyzed with 55 g. KOH in 500 ml. absolute EtOH for a few days at room temperature Addition of water, acidification, and extraction with EtOAc gave α,α’-dimethyl-γ,γ-dicarboxypimelonitrile (XXV), m. 134-6° (decomposition). Similarly XXIV gave the corresponding diacid (XXVI), m. 158°. The K salt of XXV (47.1 g.) in 50% aqueous EtOH was treated with H at 100 atm. below 60° in the presence of 19 g. Raney Ni catalyst and the mixture was concentrated, acidified, and heated at 200° for 3 hrs. Addition of NaOEt in EtOH gave 20 g. 3-(β-methyl-ω-aminopropyl)-5-methyl-2-piperidone (XXVII); picrate m. 184-6°. Pyrolysis of 0.7 g. XXVII at 300° gave after purification as the hydrochloride and basification, 3,6-dimethyltetrahydro-1,8-naphthyridine (XXVIII), m. 110-11°; monopicrate m. 256°. Dehydrogenation of 0.11 g. XXVIII in 2 ml. Ph2O at 250-80° for 20 hrs. in the presence of Pd catalyst gave XXI. Reduction of XXVIII with Na in amyl alcohol gave XVIII. Reduction of 28 g. K salt of XXVI with Raney Ni as for XXV gave 13 g. 3-(ω-aminopropyl)-2-piperidone (XXIX); picrate m. 207°. Pyrolysis of XXIX gave hexahydro-1,8-naphthyridine; picrate m. 228-30°. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Safety of 3-Methylpyridine-2,6-diamine

3-Methylpyridine-2,6-diamine(cas:51566-22-4) belongs to pyridine-derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Safety of 3-Methylpyridine-2,6-diamine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bernstein, Jack et al. published their research in Journal of the American Chemical Society in 1947 |CAS: 51566-22-4

The Article related to aminopyridines, malaria and other aspects.Related Products of 51566-22-4

Bernstein, Jack; Stearns, Barbara; Shaw, Elliott; Lott, W. A. published an article in 1947, the title of the article was Derivatives of 2,6-diaminopyridine.Related Products of 51566-22-4 And the article contains the following content:

Since 2,6-diaminopyridine (I) showed an appreciable antiparasitic activity when tested against Plasmodium lophurae in ducklings, various derivatives of I have been prepared to determine if further substitution in the mol. would increase the antiparasitic activity of the parent compound I (66 g.) in 300 cc. dioxane, treated dropwise with 23.5 g. AcCl in 50 cc. dioxane (0.5 h.) at 25-30° and stirred 2 addnl. hrs., gives 40% of the 2-Ac derivative (II), m. 156-7°; 2-butyryl derivative m. 152-3°, 25%; 2-salicyloyl derivative (prepared from o-AcOC6H4COCl and purified by precipitation from dilute HCl with dilute NaOH) m. 178-9°, 44%; 2-[phenyl(acetoxy)acetyl] derivative (as HCl salt with 1 mol. H2O) m. 151-3°, 23%. N,N’-Bis(6-amino-2-pyridyl)adipamide m. 228-9°, 72%; N,N’-bis(6-amino-2-pyridyl)sebacamide m. 152-5°, 55%. 1,3-Bis(6-amino-2-pyridyl)urea does not melt, 71%. (CH2CO)2O (30 g.) in 200 cc. dioxane, treated slowly with 33 g. I in 200 cc. dioxane and heated 3 h. on the steam bath, gives 57% N-(6-amino-2-pyridyl)succinamic acid, m. 174-5° (decomposition). I (46 g.) and 222 cc. AcCH2CO2Et, heated 15 min. at 160° and the product in EtOH treated with alc. HCl, give 40% 2,6-bis(acetylacetamido)pyridine-HCl, m. 195-8°; the filtrate yields 10% of the 2-acetylacetamido derivative, m. 146-7°. I (22 g.) and 22.6 g. NCCH2CO2Et, heated 2 h. at 165°, give 85% 2-amino-6-cyanoacetamidopyridine, m. 152-3°. 2-Acetamido-6-carbethoxyacetamidopyridine m. 150-1.5°, 41%. I (282 g.) and 290 g. HOCH2CO2H, fused 15 h. at 120° under reduced pressure, give 35% 2,6-bis(glycolylamino)pyridine, m. 220-1°. I (33 g.) in 200 cc. absolute EtOH containing 6.9 g. Na and 43 g. Et2NCH2CO2Et, refluxed 2 h., give 55% 2,6-bis(diethylaminoacetamido)pyridine, m. 109.5-10.5°. I (22 g.) and 27 g. AcNHCOCl, ground in a mortar and 35 cc. C5H5N added, give 19% 2,6-bis(acetamidoacetamido)pyridine, m. 260-1°. MeC(:NH)NH2.HCl (24.6 g.) in 100 cc. absolute EtOH, added to 22 g. I in 150 cc. absolute EtOH, stirred 3 h., and allowed to stand overnight at room temperature, give 38% N-(6-amino-2-pyridyl)acetamidine-HCl, m. 246-7° (decomposition). I (396 g.) in 8 l. H2O, treated dropwise with 195 g. ClCO2Et (3 h.), gives 76% 2-amino-6-carbethoxyaminopyridine (III), m. 109-12°. I (33 g.) in 500 cc. H2O, 200 cc. N HCl, and 300 g. ice, treated dropwise with 33 g. ClCO2Et, stirred 2 h., 200 cc. N HCl added, and the mixture allowed to stand overnight at 10°, gives 55% 2,6-bis(carbethoxyamino)pyridine, m. 132.5-3.5°, and 12 g. III. III (21.6 g.) in 120 cc. 3 N EtOH-NH3, heated 12 h. at 110°, gives 75% 2-amino-6-ureidopyridine, m. 175-6° (decomposition). I (48 g.) and 48 g. CO(NH2)2, heated 36 h. at 130°, give 49% 2,6-diureidopyridine, does not melt below 300° (purified by extraction with 300 cc. 3% HCl and crystallization of the residue from H2O). I (12 g.) in 1500 cc. C6H6, treated dropwise with 17.9 g. p-EtOC6H4NCO in 75 cc. C6H6, gives 86% 2-(p-ethoxyphenylureido)-6-aminopyridine, m. 168-9°; 2-(2-nitro-4-methoxyphenylureido)-6-aminopyridine m. 208-10°, 73%; reduction over Pt oxide gives 50% of the corresponding 2-(2-amino-4-methylphenylureido) derivative, m. 182-4°. I (154 g.) and 200 g. of the HCl salt of I, heated 12 h. at 190°, give 60% bis(6-amino-2-pyridyl)amine, m. 172-3° (the HCl salt does not melt). 2,6-Dibromopyridine (IV) (38 g.) and 160 cc. 25% aqueous MeNH2, heated 8 h. at 190°, give 59% 2,6-bis(methylamino)pyridine, m. 70-1°; this results in 20% yield from 27.6 g. 2-amino-6-bromopyridine (V) and 110 cc. 25% aqueous MeNH2 on heating 30 h. at 190°. V (80 g.) and 200 cc. EtNH2, heated 36 h. at 170-80°, give 81% 2-amino-6-(diethylamino)pyridine (VI), b4.5 122-3°, m. 34-5° (HCl salt, m. 143-4°). IV (45 g.) and 27.8 g. Et2NH in 100 cc. absolute EtOH, heated 8 h. at 170-80°, give 85% 2-bromo-6-(diethylamino)pyridine (VII), b4 97-9°; VII does not react with NH4OH (d. 0.9) at 170-80° (8 h.); 11 g. VII and 35 cc. 5 N EtOH-NH3, heated 25 h. at 170°, also did not react; 18.8 g. VII in 100 cc. NH4OH (d. 0.9) containing 1 g. CuSO4.5H2O, heated 30 h. at 140-5°, gives 44% VI. IV (35.6 g.) and 100 cc. Et2NH containing 4 cc. 25% CuSO4.5H2O, heated 30 h. at 160°, give 76% 2,6-bis(diethylamino)pyridine, b3 120-2° (HCl salt, m. 120-2°). 2-Amino-6-(3-diethylaminopropylamino)pyridine-HCl m. 65-75°, 53%; 2-acetamido-6-(4-diethylamino-1-methylbutylamino)pyridine m. 106-8° (51%). 2-Acetamido-6-(3-keto-1-methylbutylideneamino)-pyridine, 2,6-AcNHC5H3N(N:CMeCH2Ac), m. 146-7.5°, 40%. 2-Acetamido-6-(2,5-dimethyl-1-pyrryl)pyridine m. 147.5-8.5°, 54%. 2-Methoxy-6,9-dichloroacridine (11.2 g.) in 50 g. PhOH, warmed on the steam bath, treated with 11 g. I, and heated 3 h., gives 61% 2-methoxy-6-chloro-9-(6-amino-2-pyridylamino)acridine, yellow, m. 232-3°. II (30.2 g.), added in small portions to 100 cc. HNO3 (d. 1.5) at -5° to -2° and stirred an addnl. 30 min., gives 65% of the Ac derivative, decompose violently at 193°, of 2-nitramino-6-aminopyridine (VIII), darkens at 240-50° (hydrolysis by refluxing 1 h. with N NaOH); reduction of 15.4 g. VIII in 300 cc. 10% NaOH at 0-2° with 31 g. Zn gives 69% 2-hydrazino-6-aminopyridine, pale yellow, m. 93-4°; warmed 2 h. on the steam bath with AcCH2CO2Et (N atm.), there results 44% 1- (6-amino-2-pyridyl)-3-methyl-5-pyrazolone, m. 188-9.5°. 3-Methylpyridine (80 g.), 160 g. PhNMe2, and 144 g. NaNH2, heated 10 h. at 130-50° and 6 h. at 170-200°, give 4% 2,6-diamino-3-methylpyridine, m. 149-50°. 2,6-Dihydroxy-4-methylpyridine (9 g.) and 30 g. PBr3, heated 4.5 h. at 180°, give 36% 2,6-dibromo-4-methylpyridine, m. 74-5°; heated with NH4OH (d. 0.9) 27 h. at 195°, there results 71% 2,6-diamino-4-methylpyridine, m. 87-8°, which on sublimation m. 109-11° but reverts to the lower m.p. on standing. 2,6-Diamino-3-iodopyridine (23.5 g.) in 25 cc. AcOH and 35 cc. Ac2O, heated 1 h. on the steam bath, gives 33% of the di-Ac derivative, m. 210-11°. I (38 g.) in 550 cc. H2O, treated with 93 g. iodine and 93 g. KI in 150 cc. H2O, the mixture stirred 8 h., and allowed to stand overnight at room temperature, gives 36% 2,6-diamino-3,5-diiodopyridine-HCl, m. 160-5°; the free base m. 209-10°. 3-Methoxypyridine (IX) (15.8 g.) in 100 cc. concentrated H2SO4, treated dropwise (with cooling) with 25 cc. HNO3 (d. 1.6) and warmed 6 h. on the steam bath, gives 12.2 g. 3-methoxy-2,6-dinitropyridine (X), m. 114-15°. IX (57 g.), added to 130 cc. concentrated H2SO4 at 5°, the mixture treated with 70 cc. HNO3 (d. 1.6), and heated 1 h. on the steam bath, yields 38 g. 2-nitro-3-methoxypyridine (XI), m. 73-5°; 5 g. XI in 15 cc. concentrated H2SO4, treated with 4 cc. HNO3 (d. 1.6), gives 4.4 g. X. Catalytic reduction (Pt oxide) of 16.8 g. X in 500 cc. AcOH and 250 cc. Ac2O at room temperature (4 h.) gives 60% 3-methoxy-2,6-diacetamidopyridine, m. 173.5-4.5°. 2,3,6-Triaminopyridine-2HCl in 200 cc. H2O and 25 g. Ac2 in 200 cc. H2O, boiled 4 min., yield 98% 2,3-dimethyl-6-aminopyrido[2,3]pyrazine, m. 227-8°; 6-aminopyrido[2,3]pyrazine m. 267°, 62%. 2,3,6-Triaminopyridine oxalate (80 g.) in 150 cc. (CO2Et)2, heated 90 min. at 185°, gives 68% 2,3-dihydroxy-6-aminopyrido[2,3]pyrazine, does not m. below 300°. Addition of 23.8 g. 2,6-diacetamido-3-nitropyridine to 100 g. SnCl2.2H2O in 150 cc. concentrated HCl gives 26% 2-methyl-5-amino-1-imidazo[b]pyridine-HCl; neither the base nor the salt melts. I (55 g.) and 194 g. KCNS in 1 l. 95% AcOH, treated dropwise at -5° to -10° with 26 cc. Br, give 24% 2,5-diaminopyrido[2,3-d]thiazole (XII), m. 138-9°; II likewise gives the 5-Ac derivative of XII, m. 184-5°. I (66 g.) in 2 l. AcOH, treated with 460 g. KCNS in 100 cc. H2O and then at 0-3° with 64 cc. Br, with stirring 1 h. at room temperature, yields 22% 2,6-diaminopyrido[2,3-d,6,5-d’]bisthiazole, does not melt below 300°. I (25 g.), 29 g. I.HCl, and 42 g. benzoin, heated 1 h. at 185°, yield 89% 2,3-diphenyl-6-amino-1-pyrrolo[2,3-b]pyridine, m. 234.5-5.5°. 2-Amino-6-(3-keto-1-methylbutylideneamino)pyridine (16 g.) in 100 cc. 85% H3PO4, warmed 1 h. on the steam bath, gives 84% 2,4-dimethyl-7-amino-1,8-naphthyridine, m. 216-18°; this results in 85% yield from 5 g. I and 5 cc. CH2Ac2 in 25 cc. 85% H3PO4 on warming 30 min. on the steam bath. 2,7-Dihydrazino-4-methyl-1,8-naphthyridine-2HCl-2H2O (23 g.) and 18 g. AcCH2CO2Et in 200 cc. 50% EtOH, heated 5 min. at 70°, give 84% 2,7-bis(3-methyl-5-keto-1-pyrazolyl)-4-methyl-1,8-naphthyridine, m. 260-2°. The most active of these compounds (II, XII, and the di-Ac derivative of I) are only 1/3 as active as quinine as antiparasitic agents for Plasmodium lophurae in ducklings. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Related Products of 51566-22-4

The Article related to aminopyridines, malaria and other aspects.Related Products of 51566-22-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ye, Yanq-Qing et al. published their research in Asian Journal of Chemistry in 2012 |CAS: 51566-22-4

The Article related to platinum palladium gold determination solid extraction aas chelating sorbent, Inorganic Analytical Chemistry: Determinations and other aspects.Electric Literature of 51566-22-4

On November 30, 2012, Ye, Yanq-Qing; Yang, Xin-Zhou; Li, Xeu-Sen; Yao, Fu-Quan; Hu, Qiu-Fen published an article.Electric Literature of 51566-22-4 The title of the article was Study on solid-phase extraction and graphite furnace atomic absorption spectrometer (GF-AAS) for the determination of platinum, palladium, and gold. And the article contained the following:

A new sorbent was prepared by immobilization of 3-methyl-2,6-diaminopyridine (MDMP) on MCI-GEL resin and then used as a solid phase extraction sorbent for trace Pt, Pd, and Au ions. The parameter for solid phase extraction (effects of pH, the sample flow rate and volume, the elution condition, and the potentially interfering ions) were carefully investigated. In the desorbed medium, Pt, Pd, and Au were determination by graphite furnace at. absorption spectrometer (GFAAS). The effect on the at. signal was eliminated by selecting proper pyrolysis and atomization temperatures for all analysts. This method was applied to the determination of trace Pt, Pd, and Au in the geol. samples. The RSDs were 3.6-4.8 %. The standard recoveries (three different concentrations of markers: 0.02, 0.04, and 0.08 μg) ranged from 92-107 %. The results were satisfactory. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Electric Literature of 51566-22-4

The Article related to platinum palladium gold determination solid extraction aas chelating sorbent, Inorganic Analytical Chemistry: Determinations and other aspects.Electric Literature of 51566-22-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kawase, Jiro et al. published their patent in 1991 |CAS: 51566-22-4

The Article related to hair dyeing aminopyridine derivative, keratin fiber dyeing pyridine derivative, Essential Oils and Cosmetics: Hair Preparations and other aspects.Recommanded Product: 51566-22-4

On May 14, 1991, Kawase, Jiro; Tagami, Hidetoshi; Yoshihara, Toru published a patent.Recommanded Product: 51566-22-4 The title of the patent was Hair dyes containing 2-amino-3-methyl-6-aminopyridine. And the patent contained the following:

Dyeing compositions for keratin fibers (e.g. hair) contain developers and 2-amino-3-methyl-6-aminopyridine (I) or its salt as a coupling agent. p-Phenylenediamine (0.01 mol) and 0.01 mol I were mixed with 100 g aqueous solution containing oleic acid 10, oleic acid diethanolamide 8, oleyl alc. 2, polyoxyethylene octyldodecyl ether 10, EtOH 15, propylene glycol 10, NH4Cl 3, and 25% ammonia 7% by weight, and mixed with aqueous H2O2 to give a dyeing composition Gray hair was treated with the composition The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Recommanded Product: 51566-22-4

The Article related to hair dyeing aminopyridine derivative, keratin fiber dyeing pyridine derivative, Essential Oils and Cosmetics: Hair Preparations and other aspects.Recommanded Product: 51566-22-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fleckenstein, Erwin et al. published their patent in 1974 |CAS: 51566-22-4

The Article related to pyridine dichloro substitution, substitution dichloropyridine, dye intermediate poridine, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.HPLC of Formula: 51566-22-4

On January 31, 1974, Fleckenstein, Erwin; Heinrich, Ernst; Mohr, Reinhard published a patent.HPLC of Formula: 51566-22-4 The title of the patent was Pyridine derivatives. And the patent contained the following:

Pyridine derivatives I (R and R1 = amino, alkoxy, alkylthio, CN, Cl) (642 compounds) were prepared by substitution reactions on I (R = R1 = Cl). The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).HPLC of Formula: 51566-22-4

The Article related to pyridine dichloro substitution, substitution dichloropyridine, dye intermediate poridine, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.HPLC of Formula: 51566-22-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Minter, Aaron et al. published their patent in 2008 |CAS: 51566-22-4

The Article related to glutaronitrile amination dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 51566-22-4

On July 10, 2008, Minter, Aaron; Stokes, Berlin published a patent.Application of 51566-22-4 The title of the patent was Preparation of diaminopyridines from glutaronitriles. And the patent contained the following:

I is prepared by contacting II with a chem. oxidant and/or a dehydrogenation catalyst in liquid ammonia neat, or in a mixture of liquid ammonia and a polar, aprotic solvent, to form a reaction mixture; and heating the reaction mixture to produce I; wherein R1 and R2 are each independently selected from (a) H; (b) a hydrocarbyl group; (c) NR3R4 wherein R3 and R4 are each independently selected from H and a hydrocarbyl group; (d) -CO-R5wherein R5 is a hydrocarbyl group; and (e) YR6 wherein Y is selected from O and S and R6 is selected from H , a hydrocarbyl group, and -COR5 wherein R5 is a hydrocarbyl group. Thus, glutaronitrile (3.0 g, 31.9 mmol) was combined with Pd-C (3.39 g, 3.19 mmol, 10 mol% of 10% Pd on carbon) and mixed with liquid NH3 (1.0 g, 58.7 mmol), then heated at 200° for 45 h and a pressure of approx. 90 psi to give 2.43 mmol of 2,6-diaminopyridine in 7.6 % net yield. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Application of 51566-22-4

The Article related to glutaronitrile amination dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 51566-22-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kawano, Eiji et al. published their patent in 1997 |CAS: 51566-22-4

The Article related to nitrogen monoxide synthetase inhibitor aminopyridine preparation, Pharmacology: Effects Of Nervous System- and Behavior-Affecting Drugs and Neuromuscular Agents and other aspects.Category: pyridine-derivatives

On March 20, 1997, Kawano, Eiji; Nagai, Masashi; Inubushi, Atsurou; Shimada, Keiichi; Tobari, Hiroko published a patent.Category: pyridine-derivatives The title of the patent was Nitrogen monoxide synthetase inhibitor comprising 2-aminopyridines as active ingredient. And the patent contained the following:

A nitrogen monoxide synthetase (NOS) inhibitor which contains as the active ingredient 2-aminopyridines or pharmaceutically acceptable salts thereof. It has been found that 2-aminopyridines and pharmaceutically acceptable salts thereof have potent effects of inhibiting nitrogen monoxide synthetase. Namely, a medicinal composition containing 2-aminopyridines and pharmaceutically acceptable salts thereof is useful as a nitrogen monoxide formation inhibitor for treatment of NOS-related diseases e.g. septic shock, rheumatism, allergy, parkinsonism, cardiovascular diseases, obesity, and pain. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Category: pyridine-derivatives

The Article related to nitrogen monoxide synthetase inhibitor aminopyridine preparation, Pharmacology: Effects Of Nervous System- and Behavior-Affecting Drugs and Neuromuscular Agents and other aspects.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Minter, Aaron et al. published their patent in 2008 |CAS: 51566-22-4

The Article related to glutarimidine dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.HPLC of Formula: 51566-22-4

On July 10, 2008, Minter, Aaron; Stokes, Berlin published a patent.HPLC of Formula: 51566-22-4 The title of the patent was Preparation of diaminopyridines from glutarimidines. And the patent contained the following:

I is prepared by contacting II with a chem. oxidant and/or a dehydrogenation catalyst in liquid ammonia neat, or in a mixture of liquid ammonia and a polar, aprotic solvent, to form a reaction mixture; and heating the reaction mixture to produce I; wherein R1 and R2 are each independently selected from (a) H; (b) a hydrocarbyl group; (c) NR3R4 wherein R3 and R4 are each independently selected from H and a hydrocarbyl group; (d) -CO-R5wherein R5 is a hydrocarbyl group; and (e) YR6 wherein Y is selected from O and S and R6 is selected from H , a hydrocarbyl group, and -COR5 wherein R5 is a hydrocarbyl group. Thus, glutarimidine (111 mg, 0.99 mmol) was combined with Pd-C (100 mg, 0.10 mmol, 10 mol% of 10% Pd on carbon), and then mixed with liquidNH3 (1.0 g, 58.7 mmol) then heated at 200° for 45 h to give 0.14 mmol of 2,6-diaminopyridine in yield 13.7%. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).HPLC of Formula: 51566-22-4

The Article related to glutarimidine dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.HPLC of Formula: 51566-22-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Minter, Aaron et al. published their patent in 2011 |CAS: 51566-22-4

The Article related to glutarimidine dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Quality Control of 3-Methylpyridine-2,6-diamine

On December 27, 2011, Minter, Aaron; Stokes, Berlin published a patent.Quality Control of 3-Methylpyridine-2,6-diamine The title of the patent was Process for the synthesis of diaminopyridines from glutarimidines. And the patent contained the following:

A liquid-phase process is provided for the synthesis from glutarimidines of diaminopyridines and related compounds, which are used industrially as compounds and as components in the synthesis of a variety of useful materials. The synthesis proceeds by means of a dehydrogenative aromatization process. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Quality Control of 3-Methylpyridine-2,6-diamine

The Article related to glutarimidine dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Quality Control of 3-Methylpyridine-2,6-diamine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Minter, Aaron et al. published their patent in 2011 |CAS: 51566-22-4

The Article related to glutaronitrile amination dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Name: 3-Methylpyridine-2,6-diamine

On September 20, 2011, Minter, Aaron; Stokes, Berlin published a patent.Name: 3-Methylpyridine-2,6-diamine The title of the patent was Process for the synthesis of diaminopyridines from glutaronitriles. And the patent contained the following:

A liquid-phase process is provided for the manufacture from glutaronitriles and related compounds of 2,6-diaminopyridine and related compounds, which are used industrially as compounds and as components in the synthesis of a variety of useful materials. The synthesis proceeds by means of a dehydrogenative aromatization process. The experimental process involved the reaction of 3-Methylpyridine-2,6-diamine(cas: 51566-22-4).Name: 3-Methylpyridine-2,6-diamine

The Article related to glutaronitrile amination dehydrogenation diaminopyridine preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Name: 3-Methylpyridine-2,6-diamine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem