Day: February 9, 2023

A Homogeneous Mixture Composed of Vanadate, Acid, and TEMPO Functionalized Ionic Liquids for Alcohol Oxidation by H₂O₂ was written by Wang, Sa-Sa;Popovic, Zora;Wu, Hai-Hong;Liu, Ye. And the article was included in ChemCatChem in 2011.Electric Literature of C17H30BrN This article mentions the following:

Functionalized ionic liquids (ILs), such as N-(dodecyl)pyridinium vanadate (I), 1-(3-sulfopropyl)pyridinium tetrafluoroborate (II), and 2,2,6,6-tetramethyl-4-[1-oxo-3-(1-pyridinium-1-yl)propoxy]-1-piperidinyloxy tetrafluoroborate (III) were designed for a catalyst study and the synthesis of the target compounds was achieved by simple methods. A mixture of I, II and III in [Bpy]BF₄ yielded compatible IL compositions (ILCs) as a homogeneous mixture, which proved to be an efficient catalytic system for oxidation of a wide range of alcs. using H₂O₂. With the aid of II or III the catalyst could easily recovered in [Bpy]BF₄ (green chem. method) and reused for at least six runs without a loss in activity. UV/Vis spectroscopic anal. indicated that the role of 1-(3-sulfopropyl)pyridinium tetrafluoroborate was to promote the formation of the active peroxovanadium V^V species, which is responsible for substrate activation, and the role of III was to oxidize the low-valent vanadium(II-IV) species to regenerate I. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Electric Literature of C17H30BrN).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) 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. Electric Literature of C17H30BrN

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

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

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 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

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

Synthesis and biological activity of aryl thiazole piperidine amide compounds was written by Ding, Chengrong;Pan, Yayun;Tan, Chengxia. And the article was included in Youji Huaxue in 2020.Recommanded Product: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate This article mentions the following:

In order to find a novel biol. active compound containing aromatic thiazole piperidine structure, 15 novel aryl thiazole piperidine amide derivatives were designed and synthesized. The structures of the target compounds were fully characterized by ¹H NMR, ¹³C NMR and HRMS spectra. The bioactivity test showed that some target compounds had good fungicidal and insecticidal activity. For example, the inhibition rate of 5-(3-bromophenyl)-4-methyl-2-(1-((4-nitrophenyl) sulfonyl) piperidin-4-yl) thiazole (6b) shown in I against Pseudoperonospora cubensis was 100% better than azoxystrobin, and the inhibition rate of 5-(4-bromophenyl)-2-(1-((4-chlorophenyl) sulfonyl) piperidin-4-yl)-4-methylthiazole (6c) shown in II against Rhizoctonia solani was 58.86% comparable to azoxystrobin at 200μg/mL. The lethal rate of (4-(5-(3-bromophenyl)-4-methylthiazol-2-yl) piperidin-1-yl) (m-tolyl) methanone (6h) shown in III against Mythimna separata was 100% at 500μg/mL. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Recommanded Product: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate).

tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1) 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 derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Recommanded Product: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate

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

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

Ruthenium-Catalyzed meta-C_Ar-H Bond Difluoroalkylation of 2-Phenoxypyridines was written by Jia, Chunqi;Wang, Shichong;Lv, Xulu;Li, Gang;Zhong, Lei;Zou, Lei;Cui, Xiuling. And the article was included in European Journal of Organic Chemistry in 2020.SDS of cas: 4783-68-0 This article mentions the following:

A ruthenium-catalyzed meta-selective C_Ar-H bond difluoroalkylation of 2-phenoxypyridine using 2-bromo-2,2-difluoroacetate has been developed. Mechanistic studies indicated that this difluoroalkylation might involve a radical process. Furthermore, a new method is reported for the synthesis of 2-(meta-difluoroalkylphenoxy)pyridine derivatives, which are present in many pharmaceuticals and other functional compounds In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0SDS of cas: 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.SDS of cas: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem