2 Sep 2021 News Extracurricular laboratory: Synthetic route of 5470-18-8

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 5470-18-8, 2-Chloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Application of 5470-18-8, Adding some certain compound to certain chemical reactions, such as: 5470-18-8, name is 2-Chloro-3-nitropyridine,molecular formula is C5H3ClN2O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5470-18-8.

A 5 L round bottom flask fitted with a condenser, mechanical stirrer and a nitrogen inlet was charged with 152.3 g (0.96 mol) of 2-chloro-3-nitropyridine and 1.65 L of 1,2-dimethoxyethane. The solution was degassed by bubbling nitrgen through the solution for 10 min and 56.7 g (0.49 mol, 0.05 equiv) of tetrakis (tliphenylphosphine)-palladium (0) was added. The mixture was degassed for an additional 45 min during which time the catalyst dissolved leaving a clear dark red solution. A degassed solution of 180.3 g (1.48 mol, 1.54 equiv) of phenylboronic acid in 800 [ML] of absolute ethanol was added followed by 1.65 L of degassed 2M aqueous sodium carbonate solution. The cloudy mixture was heated to reflux, and refluxed for 1.5 h. While at reflux a yellow suspension formed. The suspension was cooled to ambient temperature, diluted with 1 L of ethyl acetate, and filtered through [CELITE THE] cake was washed with 2 L of ethyl acetate and the filtrate washed with water (2 x 3 L), saturated sodium bicarbonate solution [(1 X 3] L), and saturated sodium chloride solution (1 x 3 L). The organic layer was dried with magnesium sulfate, filtered and the filtrate concentrated. The residue was dissolved in 1.5 L of ether, washed with 2.5N [NAOH] (2 x 500 mL) and brine (500 mL). The solution was dried with magnesium sulfate, filtered through 400 g of silica and the cake washed with additional ethyl acetate. The filtrate was concentrated to an oil which was chromatographed [5 kg Silica Gel 60,70-230 mesh, hexanes/ethyl acetate 80: 20 (12 L), 75: 25 (8 L), 70: 30 (11 L) and 60: 40 (7 L) ]. The product fractions were concentrated yielding 188.0 g (97% yield) of the title compound 2-phenyl-3-nitropyridine, as a pale yellow oil: [IH] NMR [(CDCL3)] 8 7.39-7. 49 (m, [4H),] 753-7.95 (m, 2H), 8.12 (m, 1H) 8.84 (m, [1H).] MS [(EI)] [M/Z] 200. Anal. Calcd for [CLLH8N204] : C, 66.00 ; H, 4.03 ; N, 13.99. Found: C, 66.19 ; H, 4.09 ; N, 13.98.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 5470-18-8, 2-Chloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2004/29024; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 2-Chloro-3-nitropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-18-8, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 5470-18-8, 2-Chloro-3-nitropyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 5470-18-8, blongs to pyridine-derivatives compound. Safety of 2-Chloro-3-nitropyridine

17. Preparation of 2-Hydrazino-3-nitropyridine 2-Chloro-3-nitropyridine (100 g, 0.63 mol), hydrazine monohydrate (70.4 mL, 72.6 g, 1.45 mol) and methanol (1.3 L) were mixed and heated to reflux with stirring. After 30 min the reaction mixture was cooled and filtered collecting the insoluble materials. The filtrate was concentrated by evaporation under reduced pressure and the residue obtained as well as the insoluble materials from the filtration were diluted with water. The insoluble solids present were collected by filtration, washed with water, and dried to obtain 95.2 g (98 percent of theory) of the title compound as a bright yellow powder melting at 168-169 C. Elemental Analysis C5 H6 N4 O2 Calc.: %C, 39.0; %H, 3.90; %N, 36.4; %S, 8.27 Found: %C, 39.1; %H, 4.17; %N, 36.1; %S, 8.18

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-18-8, its application will become more common.

Reference:
Patent; DowElanco; US5571775; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 2-Chloro-3-nitropyridine

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 5470-18-8, 2-Chloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 5470-18-8, Adding some certain compound to certain chemical reactions, such as: 5470-18-8, name is 2-Chloro-3-nitropyridine,molecular formula is C5H3ClN2O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5470-18-8.

15. Preparation of 2-Hydrazino-3-nitropyridine 2-Chloro-3-nitropyridine (100 g, 0.63 mol), hydrazine monohydrate (70.4 mL, 72.6 g, 1.45 mol) and methanol (1.3 L) were mixed and heated to reflux with stirring. After 30 min the reaction mixture was cooled and filtered collecting the insoluble materials. The filtrate was concentrated by evaporation under reduced pressure and the residue obtained as well as the insoluble materials from the filtration were diluted with water. The insoluble solids present were collected by filtration, washed with water, and dried to obtain 95.2 g (98 percent of theory) of the title compound as a bright yellow powder melting at 168-169 C. Elemental Analysis C5 H6 N4 O2 Calc.: % C, 39.0; % H, 3.90; % N, 36.4; % S, 8.27 Found: % C, 39.1; % H, 4.17; % N, 36.1; % S, 8.18

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 5470-18-8, 2-Chloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; US5763359; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 2-Chloro-3-nitropyridine

With the rapid development of chemical substances, we look forward to future research findings about 5470-18-8.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H3ClN2O2

Under nitrogen atmosphere, 47.6 g of 2-chloro-3-nitropyridine was dissolved in 500 mL of tetrahydrofuran, and 150 mL of 2M methylzinc chloride in tetrahydrofuran and 6.9 g of tetrakis(triphenylphosphine)palladium(0) were added, and the reaction solution was stirred at 70C for 2 hours. The reaction solution was poured into cold water, extracted with ethyl acetate, washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was subjected to column chromatography (n-hexane:ethyl acetate =3:1) to obtain 35.4 g of 2-methyl-3-nitropyridine as a colorless oil. Then 35.4 g of 2-methyl-3-nitropyridine was dissolved in a mixed solution of 300 mL methanol/5 mL triethylamine, added with 5 g of 10% palladium on carbon, and stirred for 6 hours under hydrogen atmosphere and at normal temperature and pressure. The reaction solution was filtered thorough Celite, the solvent was evaporated, and 33.0 g of crudely produced 2-methyl-3-aminopyridine was obtained as a pale brown oil. Next, to 100 mL of a solution of 65 g of crude 3-amino-2-methyl pyridine in dichloromethane were added 60 mL of pyridine and 71 mL of acetic anhydride at room temperature and stirred for 3 hours. The reaction solution was added with about 150 mL of silica gel powder, the solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate :methanol =100:3), to afford 74 g of the title compound as colorless crystals.1H-NMR (400 MHz, CDCl3) delta2.25 (3H, s), 2.53 (3H, s), 7.00 (1H, bs), 7.18 (1H, dd, J = 4.6, 8.0 Hz), 8.23 (1H, d, J = 8.0 Hz), 8.30 (1H, d, J = 4.6 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 5470-18-8.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 5470-18-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5470-18-8, 2-Chloro-3-nitropyridine.

5470-18-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

1.a 3-Nitro-2-phenoxypyridine 3.6 g (150 mmol) of sodium hydride were added, a little at a time, to a mixture of 12 g (128 mmol) of phenol and 100 ml of dimethylformamide. After the evolution of gas had ceased, the resulting mixture was treated with 18 g (114 mmol) of 2-chloro-3-nitropyridine. After the reaction mixture had been stirred at room temperature (approximately 25 C.) for 3 hours, it was treated with water. Following extraction with tert-butyl methyl ether, washing and drying the organic phase and removal of the solvent under reduced pressure, the product crystallized out. It was purified further by stirring with tert-butyl methyl ether/n-pentane. This gave 6.6 g (27%) of the title compound. A further 3.0 g (12%) of the title compound were obtained from the mother liquor. 1 H NMR (CDCl3; delta in ppm): 7.1 (m,3H, phenyl); 7.2 (t,1H); 7.4 (t, br, 2H); 8.3 (m,2H, pyridyl).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5470-18-8, 2-Chloro-3-nitropyridine.

Reference:
Patent; BASF Aktiengesellschaft; US5977146; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 5470-18-8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-18-8, its application will become more common.

5470-18-8, Adding a certain compound to certain chemical reactions, such as: 5470-18-8, 2-Chloro-3-nitropyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 5470-18-8, blongs to pyridine-derivatives compound.

General procedure: To a solution of amine (1.2 mmol) dissolved in 20% DES,aryl halide (1 mmol) was added at room temperature andstirred for appropriate time. The progress of the reactionwas monitored by TLC. After completion of the reactioncold water was added to the reaction mixture. The precipitatedsolid was filtered off, and recrystallized using ethanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-18-8, its application will become more common.

Reference:
Article; Pant, Preeti Lalit; Shankarling, Ganapati Subray; Catalysis Letters; vol. 147; 6; (2017); p. 1371 – 1378;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 5470-18-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5470-18-8, 2-Chloro-3-nitropyridine.

5470-18-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-(2-tert-butylphenoxy)-3-aminopyridine Intermediate 1a. 2-(2-tert-butylphenoxy)-3-nitropyridine: A solution of 2-chloro-3-nitropyridine (21.1 g, 133 mmol) in DMF (100 mL) was treated with 2-tert-butylphenol (23.5 mL, 153 mmol) and cesium carbonate (130 g, 398 mmol). The mixture was heated at 80 C. for 30 h. The reaction was cooled to rt and the mixture was poured into water (1 L) with stirring. The resulting yellow precipitate was filtered, washed with water, and recrystallized from ethanol to afford Intermediate 1a (32.8 g, 90% yield) as beige crystals; HPLC purity: 92%, 3.66 min (Method A); 1H NMR (400 MHz, CD3OD) 8 ppm 1.34 (s, 9H), 6.93 (m, 1H), 7.22 (m, 3H), 7.47 (m, 1H), 8.31 (dd, J=4.82, 1.75 Hz, 1H), 8.46 (dd, J=7.89, 1.75 Hz, 1H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5470-18-8, 2-Chloro-3-nitropyridine.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293522; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 5470-18-8

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5470-18-8, 2-Chloro-3-nitropyridine.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. 5470-18-8

To a flame–driedandargon–flushedpressurevesselwasadded2–chloro–3–nitropyridine(3.01g,19.0mmol,1.0equiv.)and suspended in dry MeOH(13.5mL).To the suspension was then added benzylmercaptan(3.3mL,28mmol,1.5equiv.)and triethylamine(4.0mL,29mmol,1.5equiv.).The mixture was heated to reflux and stirred for 5h and subsequently cooled to ambient temperature at which some of the mixture crystallized.The mixture was dissolved further in CHCl3(10mL),transferred to a flask and concentrated to dryness.The resulting residue was purified by flash column chromatography(neatCHCl3),yielding2–(benzylthio)–3–nitropyridine as a yellow solid(3.84g,15.6mmol).This compound was then dissolved in dryDCE(9.0mL)and cooled to 0oC.To the resulting solution was added SO2Cl2(1.65mL,20.4mmol,1.3equiv.)andpyridine(4drops)andthemixturewasstirredfor3hat0oC.Thesolventswerethenremovedbyevaporationandtheresultingresiduesubjectedtohighvacuumovernight,yielding1asayellowsolid(2.86g,15.0mmol,79%over2steps).Rf0.61(CH2Cl2).1H–NMR(CDCl3,400MHz):delta(ppm)8.95(dd,J=1.5,4.6Hz,1H),8.56(dd,J=1.5,8.2Hz,1H),7.45(dd,J=4.6,8.3Hz,1H).13C–NMR(CDCl3,100MHz):delta(ppm)157.9,154.9,153.7,133.5,121.2.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5470-18-8, 2-Chloro-3-nitropyridine.

Reference:
Article; Olsen, Frank N.; Tsakos, Michail; Poulsen, Thomas B.; Synlett; vol. 26; 19; (2015); p. 2697 – 2701;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 5470-18-8

According to the analysis of related databases, 5470-18-8, the application of this compound in the production field has become more and more popular.

5470-18-8 ,Some common heterocyclic compound, 5470-18-8, molecular formula is C5H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1: (3-Nitropyridin-2-yl)phenylamine A mixture of 2-chloro-3-nitropyridine (3.49 g, 22.0 mmol), phenylamine (2 mL, 22.0 mmol) and Et3N (3.1 mL, 22.0 mmol) in NMP (7 mL) was stirred at 100 C. for 1.5 h under a nitrogen atmosphere. Additional amounts of Et3N (0.2 mL) and of phenylamine (0.1 mL) were added and the stirring was continued for further 30 min. The mixture was then partitioned between EtOAc and water. The aqueous phase was further extracted with EtOAc and the combined organic layers were washed with brine, then dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si-PCC, gradient 10-100% DCM in pentane) affording (3-Nitropyridin-2-yl)phenylamine as a red crystalline solid (2.49 g, 58%). LCMS: RT 3.53 min [M+H]+ 216.0.

According to the analysis of related databases, 5470-18-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Heald, Robert; Price, Stephen; Safina, Brian; Savy, Pascal Pierre Alexandre; Seward, Eileen Mary; Sutherlin, Daniel P.; Waszkowycz, Bohdan; US2012/202785; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 5470-18-8

According to the analysis of related databases, 5470-18-8, the application of this compound in the production field has become more and more popular.

5470-18-8 ,Some common heterocyclic compound, 5470-18-8, molecular formula is C5H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Methylamine (33% in EtOH) (1 10 mL, 883 mmol) was placed in a 500 mL three necked round bottom flask. It was cooled to 0 C using ice bath. 2-chloro-3-nitropyridine (20 g, 126 mmol) was added to the above solution in portions as this is an exothermic reaction. After the addition was complete the reaction mixture was stirred for 2 h at 0 C and later 1 h at room temperature. Solvent was concentrated and residue was taken in 500 mL of water and extracted with EtOAc 3 x 150 mL. Combine organic layer was dried over Na2SC”4, filtered and concentrated to give a bright orangish yellow solid(19 g , 98.5%).

According to the analysis of related databases, 5470-18-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; WU, Yonggang; XIA, Chuanjun; FIORDELISO, James; LAYEK, Suman; ALLEYNE, Bert; DYATKIN, Alexey, Borisovich; ANSARI, Scott; BEERS, Scott; BARRON, Ed; BROOKS, Jason; WO2012/121936; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem