Tag: 100-200

Nickel-catalyzed reductive amidation of aryl-triazine ethers was written by Heravi, Majid M.;Panahi, Farhad;Iranpoor, Nasser. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Synthetic Route of C11H9NO This article mentions the following:

The reaction of activated phenolic compounds, 2,4,6-triaryloxy-1,3,5-triazine (aryl-triazine ethers), with various isocyanates or carbodiimides in the presence of a nickel pre-catalyst resulted in the synthesis of aryl amides in good to excellent yields. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Synthetic Route of C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Synthetic Route of C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Supercoiled fibres of self-sorted donor-acceptor stacks: a turn-off/turn-on platform for sensing volatile aromatic compounds was written by Sandeep, Anjamkudy;Praveen, Vakayil K.;Kartha, Kalathil K.;Karunakaran, Venugopal;Ajayaghosh, Ayyappanpillai. And the article was included in Chemical Science in 2016.Recommanded Product: 628-13-7 This article mentions the following:

To ensure the comfortable survival of living organisms, detection of different life threatening volatile organic compounds (VOCs) such as biol. metabolites and carcinogenic mols. is of prime importance. Herein, we report the use of supercoiled supramol. polymeric fibers of self-sorted donor-acceptor mols. as “turn-off/turn-on” fluorescent sensors for the detection of carcinogenic VOCs. For this purpose, a C₃-sym. donor mol. based on oligo(p-phenylenevinylene), C₃OPV, and a perylene bisimide based acceptor mol., C₃PBI, have been synthesized. When these two mols. were mixed together in toluene, in contrast to the usual charge transfer (CT) stacking, supramol. fibers of self-sorted stacks were formed at the mol. level, primarily driven by their distinct self-assembly pathways. However, CT interaction at the macroscopic level allows these fibers to bundle together to form supercoiled ropes. An interfacial photoinduced electron transfer (PET) process from the donor to the acceptor fibers leads to an initial fluorescence quenching, which could be modulated by exposure to strong donor or acceptor type VOCs to regenerate the resp. fluorescence of the individual mol. stacks. Thus, strong donors could regenerate the green fluorescence of C₃OPV stacks and strong acceptors could reactivate the red fluorescence of C₃PBI stacks. These supercoiled supramol. ropes of self-sorted donor-acceptor stacks provide a simple tool for the detection of donor- or acceptor-type VOCs of biol. relevance, using a “turn-off/turn-on” fluorescence mechanism as demonstrated with o-toluidine, which has been reported as a lung cancer marker. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Recommanded Product: 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Recommanded Product: 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Unlocking the Potential of High-Throughput Experimentation for Electrochemistry with a Standardized Microscale Reactor was written by Rein, Jonas;Annand, James R.;Wismer, Michael K.;Fu, Jiantao;Siu, Juno C.;Klapars, Artis;Strotman, Neil A.;Kalyani, Dipannita;Lehnherr, Dan;Lin, Song. And the article was included in ACS Central Science in 2021.Product Details of 628-13-7 This article mentions the following:

Organic electrochem. has emerged as an enabling and sustainable technol. in modern organic synthesis. Despite the recent renaissance of electrosynthesis, the broad adoption of electrochem. in the synthetic community, and especially in industrial settings, has been hindered by the lack of general, standardized platforms for high-throughput experimentation (HTE). Herein, we disclose the design of the HTe^–Chem, a high-throughput microscale electrochem. reactor that is compatible with existing HTE infrastructure and enables the rapid evaluation of a broad array of electrochem. reaction parameters. Utilizing the HTe^–Chem to accelerate reaction optimization, reaction discovery, and chem. library synthesis is illustrated using a suite of oxidative and reductive transformations under constant current, constant voltage, and electrophotochem. conditions. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Product Details of 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Product Details of 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Preparation of some substituted 2,6-bis(2-pyridyl)pyridines was written by Case, Francis H.;Kasper, Thomas J.. And the article was included in Journal of the American Chemical Society in 1956.Reference of 1620-76-4 This article mentions the following:

The appropriate 2- or 4-substituted pyridine (1 mole), 1.18 moles NaNH₂, and 2.2 moles PhNMe₂ heated 6 hrs. at 150-60° (130-40° with 4-ethylpyridine), cooled, and poured into H₂O, the organic layer dried, the PhNMe₂ distilled, and the residue distilled or recrystallized gave the corresponding substituted-2-aminopyridine (I) (substituent, % yield, and m.p. given): 4-Et, 53, 70-1° (from pert. ether); 4-Ph, 53, 164-5° (from C₆H₆); 6-Ph, 70, 71-2° (from petr. ether). The appropriate I (0.3 mole) in 175 cc. 48% HBr treated with 42 cc. Br, the mixture treated gradually with 52 g. NaNO₂ in 74 cc. H₂O below 5° and then with 112 g. NaOH in 285 cc. H₂O below 20°, and extracted with Et₂O, the extract evaporated, and the residue distilled in vacuo or recrystd, gave the corresponding substituted-2-bromopyridines (II) (substituent, % yield, and b.p./mm. or m.p. given): 4-Et, 88, 103-5°/11; 4-Ph, 63, 65-6° (from petr. ether); 6-Ph, 62, 51-2° (from petr. ether). The appropriate II (1 mole) and 1.1 moles CuCN heated gently with a smoky flame to beginning reaction, the mixture evacuated as quickly as possible to 5 mm. (40 mm. with the Me derivative), and the reaction product distilled rapidly gave the corresponding substituted-2-cyanopyridine (substituent, % yield, and m.p. given): 4-Me (III), 28, 88-9°; 4-Ph (IV), 60, 99-100°; 6-Ph (IVa), 67, 64-6°; 4-Et (V), 61, -(b₁₁ 123-4°). III (11.8 g.) in 125 cc. dry C₆H₆ and 100 cc. Et₂O treated with MeMgI from 35.5 g. MeI and 6 g. Mg in Et₂O, the mixture warmed to room temperature, stirred 1 hr., and decomposed with cold aqueous NH₄Cl, and the Et₂O layer worked up yielded 8.0 g. 2-acetyI-4-methylpyridine (VI), b₁₅ 95-7°, m. 33-4° (from petr. ether). V (13.2 g.) gave similarly 7.0 g. 4-Et homolog of VI. IVa (20 g.) refluxed 5 hrs. with 220 cc. saturated alc. HCl, cooled, filtered, concentrated in vacuo on the steam bath, cooled, poured into H₂O, and neutralized with NH₄OH precipitated 79% 2-carbethoxy-6-phenylpyridine (VII), colorless solid, m. 50-7°. IV (17.3 g.) yielded similarly 15.8 g. 4-Ph isomer (VIII) of VII, m. 60-1° (from petr. ether). VII (20 g.) and 14 g. dry EtOAc added with stirring to 9.2 g. NaOEt in 125 cc. dry C₆H₆, the mixture refluxed 21 hrs. with stirring, cooled, poured into 4.4 g. NaOH in 90 cc. H₂O, and the Et₂O layer worked up gave 9.3 g. 2-acetyl-6-phenylpyridine (IX), m. 75-6° (from petr. ether). VIII (14.5 g.) gave similarly 7.5 g. 4-Ph isomer of IX, m. 75-6°. 2-Bromo-4-phenylpyridine (6 g.) and 6 g. Cu powder in 12 g. Ph₂ heated 3 hrs. with stirring at 250° the mixture finely powdered and extracted with concentrated HCl, the acid solution basified with aqueous NaOH-NH₄OH and extracted with Et₂O, and the extract worked up gave 0.7 g. 4,4′-diphenyl-2,2′-bipyridine (X), m. 187-8°. 2-Bromo-4-ethylpyridine (28 g.) and 43.5 g. Cu powder heated 1 hr. at 200-20° and worked up in the usual manner gave 4.0 g. di-Et analog (XI) of X, colorless liquid, b_0.3 147-50°. XI in Et₂O treated with dry HCl gave XI.2HCl, m. 193-5° (from EtOH-Me₂CO). The appropriate 2-acetylpyridine or -quinoline (not over 5 g., 2.2 molar proportions), 1 mole BzH, 0.3 mole NH₄OAc, and 9 moles 28% NH₄OH heated 5 hrs. in a sealed tube at 250°, and the product isolated with hot C₆H₆ gave the following 2,6-bis-substituted-2-pyridyl)-4-phenylpyridines (substituent, % yield, and m.p. given): 4-Me, 18, 328-9° (from C₆H₆); 4-Et, 16, 114-15° (from petr. ether); 6-Ph, 17, 190-1° (from petr. ether); 4-Ph, 21, 257-8° (from EtNO₂). 2,6Bis(2-quinolyl)-4-phenylpyridine, 18, 295-6° (from C₆H₆). In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Reference of 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Reference of 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Micellar Catalysis for Ruthenium(II)-Catalyzed C-H Arylation: Weak-Coordination-Enabled C-H Activation in H₂O was written by Yetra, Santhivardhana Reddy;Rogge, Torben;Warratz, Svenja;Struwe, Julia;Peng, Wentao;Vana, Philipp;Ackermann, Lutz. And the article was included in Angewandte Chemie, International Edition in 2019.Electric Literature of C12H11N This article mentions the following:

Chemoselective C-H arylations were accomplished through micellar catalysis by a versatile single-component ruthenium catalyst. The strategy provided expedient access to C-H-arylated ferrocenes with wide functional-group tolerance and ample scope through weak chelation assistance. The sustainability of the C-H arylation was demonstrated by outstanding atom-economy and recycling studies. Detailed computational studies provided support for a facile C-H activation through thioketone assistance. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Electric Literature of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Electric Literature of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Preparation of new nitrogen-bridged heterocycles. 72. A new approach to 1-acyl-3-(substituted methylthio)thieno[3′,4′:4,5]imidazo[1,5-a]pyridine derivatives was written by Kakehi, Akikazu;Suga, Hiroyuki;Okumura, Yukihisa;Itoh, Kennosuke;Kobayashi, Kouji;Aikawa, Yoshihiro;Misawa, Kotaro. And the article was included in Chemical & Pharmaceutical Bulletin in 2010.Recommanded Product: 17281-59-3 This article mentions the following:

The alk. treatment of the pyridinium salts, readily available from the S-alkylation of 3-amino-4-(1-pyridinio)thiophene-5-thiolates with various alkyl halides, in chloroform at room temperature afforded the corresponding thieno[3′,4′:4,5]imidazo[1,2-a]pyridine derivatives, e.g., I (R = Ph, 4-ClC₆H₄, OEt, etc., R⁴ = H, Me, PhCH₂, Ph, etc.), in low to moderate yields via the intramol. cyclization of the resulting 1,5-dipoles followed by the aromatization of the primary cycloadducts. Interestingly, the reactions using unsym. 3-amino-4-[1-(3-methylpyridinio)]thiophene-5-thiolates afforded only 8-methylthieno[3′,4′:4,5]imidazo[1,2-a]pyridines and the other 6-Me derivatives were not formed at all. In addition, the isolation of a byproduct in the condensation reaction of pyridinium salt with the solvent (CHCl₃) is also discussed. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Recommanded Product: 17281-59-3).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Recommanded Product: 17281-59-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Syntheses using 4-hydroxy-3-nitropyridine. Antimicrobial and antiviral activity was written by Delarge, J.;Lapiere, C. L.. And the article was included in Pharmaceutica Acta Helvetiae in 1975.Computed Properties of C5H2Cl2N2O2 This article mentions the following:

Anilinopyridines I (R = H, Cl; R1 = H, halo, CF3, NO2, OH, Me, OMe, SH; R2 = H, Cl, F, NO2, OH, SO3H, SO2NH2, Me; R3 = H, Me, Cl) (42 compounds) were prepared by treating 4-chloropyridines with dianilines. I had slight bactericidal and virucidal activity. In the experiment, the researchers used many compounds, for example, 3,4-Dichloro-5-nitropyridine (cas: 56809-84-8Computed Properties of C5H2Cl2N2O2).

3,4-Dichloro-5-nitropyridine (cas: 56809-84-8) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Computed Properties of C5H2Cl2N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis, Study, and Application of Pd(II) Hydrazone Complexes as the Emissive Components of Single-Layer Light-Emitting Electrochemical Cells was written by Emami, Marzieh;Shahroosvand, Hashem;Bikas, Rahman;Lis, Tadeusz;Daneluik, Cody;Pilkington, Melanie. And the article was included in Inorganic Chemistry in 2021.Application In Synthesis of Phenyl(pyridin-2-yl)methanone This article mentions the following:

For the first time, square planar Pd(II) complexes of hydrazone ligands have been investigated as the emissive components of light-emitting electrochem. cells (LECs). The neutral transition metal complex, [Pd(L¹)₂]·2CH₃OH (1), (HL¹ = (E)-N′-(phenyl(pyridin-2-yl)methylene)isonicotinhydrazide), was prepared and structurally characterized. Complex 1 displays quasireversible redox properties and is emissive at room temperature in solution with a λ_max of 590 nm. As a result, it was subsequently employed as the emissive material of a single-layer LEC with configuration FTO/1/Ga/In, where studies reveal that it has a yellow color with CIE(x, y) = (0.33, 0.55), a luminance of 134 cd cm^-2, and a turn-on voltage of 3.5 V. Protonation of the pendant pyridine nitrogen atoms of L¹ afforded a second ionic complex [Pd(L¹H)₂](ClO₄)₂ (2) which is also emissive at room temperature with a λ_max of 611 nm, resulting in an orange LEC with CIE(x, y) = (0.43, 0.53). The presence of mobile anions and cations in the second inorganic transition metal complex resulted in more efficient charge injection and transport which significantly improved the luminance and turn-on voltage of the device to 188.6 cd cm^-2 and 3 V, resp. This study establishes Pd(II) hydrazone complexes as a new class of materials whose emissive properties can be chem. tuned and provides proof-of-concept for their use in LECs, opening up exciting new avenues for potential applications in the field of solid state lighting. The emissive properties of two Pd(II) hydrazone complexes have been exploited for the fabrication of single-layer light-emitting electrochem. cells. We demonstrate that a neutral Pd(II) complex capable of undergoing proton transfer with the solvent can support a suitable ionic medium for LECs. Furthermore, selective protonation of the hydrazone ligands and the introduction of perchlorate counterions afford a second LEC device with increased c.d., a red-shifted emission, and significantly improved brightness. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Application In Synthesis of Phenyl(pyridin-2-yl)methanone).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Application In Synthesis of Phenyl(pyridin-2-yl)methanone

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reactions of 4-aminopyridine with nitrous acid. VIII. 2-Fluoro-4-aminopyridine and 3-fluoro-4-aminopyridine was written by Talik, Tadeusz;Talik, Zofia. And the article was included in Roczniki Chemii in 1968.Related Products of 3939-14-8 This article mentions the following:

The fluorine atom in the 2 or 3 position of the pyridine ring exercised a weaker stabilizing influence on the diazonium group in position 4 than the Cl atom. Several products from reaction of diazonium compounds prepared from 2-fluoro-4-aminopyridine (I) and 3-fluoro-4-aminopyridine were obtained. Thus, a solution of 0.5 g. I in 5 ml. dilute H2SO4 (1:4) was diazotized at 0° with 0.9 g. NaNO2 in 3 ml. water. The mixture kept 20 min. at room temperature, diluted with 5 ml. H2O and refluxed for a few min., was neutralized with NH4OH to pH 5-6 and extracted with Et2O to give 0.4 g. 2-fluoro-4-hydroxypyridine, m. 157° (H2O). Similarly prepared were 88.1% 2-fluoro-4-iodopyridine, m. 58°, and 41.3% 2-fluoro-4-cyanopyridine (II), m. 31-2°. Hydrolysis of II with dilute HCl (1:1) yielded 86.8% 2-hydroxy-4-pyridinecarboxylic acid, m. 328° (H2O). The following compounds were reported (m.p., b.p., % yield, and m.p. picrate given): 3-fluoro-4-hydroxypyridine, 153°, -, 58.1, -; 3-fluoro-4-chloropyridine, -, 138°, 42.9, 134°; 3-fluoro-4-bromopyridine, -, 163°, 25.5, 115°; 3-fluoro-4-iodopyridine, 87°, -, 25.1, 140°. In the experiment, the researchers used many compounds, for example, 2-Fluoroisonicotinonitrile (cas: 3939-14-8Related Products of 3939-14-8).

2-Fluoroisonicotinonitrile (cas: 3939-14-8) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Related Products of 3939-14-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Potent, Orally Active Corticotropin-Releasing Factor Receptor-1 Antagonists Containing a Tricyclic Pyrrolopyridine or Pyrazolopyridine Core was written by Dyck, Brian;Grigoriadis, Dimitri E.;Gross, Raymond S.;Guo, Zhiqiang;Marinkovic, Dragan;McCarthy, James R.;Moorjani, Manisha;Regan, Collin F.;Saunders, John;Schwaebe, Michael K.;Szabo, Tomas;Williams, John P.;Zhang, Xiaohu;Bozigian, Haig;Chen, Ta Kung. And the article was included in Journal of Medicinal Chemistry in 2005.Safety of 3-Amino-2,6-dimethoxypyridine This article mentions the following:

Two new classes of tricyclic-based corticotropin-releasing factor (CRF₁) receptor-1 antagonists were designed by constraining known 1H-pyrrolo[2,3-b]pyridine and 1H-pyrazolo[3,4-b]pyridine ligands. Pyrrole- and pyrazole-based mols. 19g and 22a, resp., were discovered that potently bind the recombinant CRF₁ receptor (K_i = 3.5, 2.9 nM) and inhibit adrenocorticotropic hormone (ACTH) release from rat pituitary cell culture (IC₅₀ = 14, 6.8 nM). These compounds show good oral bioavailability (F = 24%, 7.0%) and serum half-lives in rats (t_1/2 = 6.3, 12 h) and penetrate the rat brain ([brain]/[plasma] = 0.27, 0.52) but tend toward large volumes of distribution (V_D = 38, 44 L kg^-1) and rapid clearances (CL = 70, 43 mL min^-1 kg^-1). When given orally, both the pyrazole and the pyrrole leads dose-dependently inhibit stress-induced ACTH release in vivo. ACTH reductions of 84-86% were observed for 30 mg kg^-1 doses. In the experiment, the researchers used many compounds, for example, 3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3Safety of 3-Amino-2,6-dimethoxypyridine).

3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of 3-Amino-2,6-dimethoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem