Category: 13472-81-6

Action of pyridine N-oxide and of the picoline N-oxides on 2-bromopyridine. Oxidative brominations with pyridine N-oxide hydrobromide was written by Ramirez, Fausto;Von Ostwalden, P.. And the article was included in Chemistry & Industry (London, United Kingdom) in 1957.SDS of cas: 13472-81-6 This article mentions the following:

2-BrC₅H₄N (I) and pyridine 1-oxide (II) at 100鎺?give, after a 2-hr. induction period, C₅H₅N, N-(2-pyridyl)-2-pyridone (III), and the 3-Br derivative (IV) of III, m. 129鎺?(obtained but not identified by Takeda, et al., C.A. 47, 8071a). The presence of HBr eliminates the induction period and also leads to the formation of addnl. products, such as the 3,5-di-Br derivative (V) of III, m. 158鎺? and 2,5-dibromo-2-pyridone, m. 207鎺? IV and V are formed from III by oxidative bromination. A mixture of III and the HBr salt of II gives at 200鎺?IV, C₅H₅N, and some V. With PhMe as moderator and HBr as initiator, I + II give little or no brominated products. Similarly, 3-picoline N-oxide yields the N-(5-methyl-2-pyridyl) analog of III, m. 94鎺? and of IV, m. 152鎺? 4-picoline N-oxide gives the N-(4-methyl-2-pyridyl) analog of III, m. 114鎺? 2-picoline N-oxide, the N-(6-methyl-2-pyridyl) analog, m. 42鎺? Thus a heterocyclic N-oxide can act both as reagent and subsequently as substrate in nucleophilic attacks. The position of Br in IV was proved by bromination of III with 1 mole Br to IV, and comparison with authentic 5-Br derivative of III (m. 134鎺? synthesized from 5-bromo-2-pyridone and I. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6SDS of cas: 13472-81-6).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) 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. 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. SDS of cas: 13472-81-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-Catalyzed regio- and enantioselective allylic substitution with 2-pyridones was written by Khan, Sardaraz;Shah, Babar Hussain;Khan, Ijaz;Li, Meiqi;Zhang, Yong Jian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Quality Control of 3,5-Dibromo-2-hydroxypyridine This article mentions the following:

An efficient method for the asym. synthesis of N-substituted 2-pyridones via Pd-catalyzed regio- and enantioselective allylic substitution of hydroxyl-containing allylic carbonates with 2-pyridones were developed. By using a palladium complex in-situ generated from Pd₂(dba)₃璺疌HCl₃ and phosphoramidite as a ligand, the process allowed rapid access to N-substituted 2-pyridones with complete chemo- and regioselectivities and good to high enantioselectivities. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Quality Control of 3,5-Dibromo-2-hydroxypyridine).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Quality Control of 3,5-Dibromo-2-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-Catalyzed Regio- and Enantioselective Aminoarylation of Allenols with Aryl Iodides and 2-Pyridones was written by Li, Hongfang;Khan, Ijaz;Li, Meiqi;Wang, Zheng;Wu, Xue;Ding, Kuiling;Zhang, Yong Jian. And the article was included in Organic Letters in 2021.Category: pyridine-derivatives This article mentions the following:

A new asym. catalytic protocol for the synthesis of enantioenriched N-allyl 2-pyridones has been developed via the first Pd-catalyzed regio- and enantioselective aminoarylation of allenols with aryl iodides and 2-pyridones. By using a palladium complex generated in situ from Pd₂(dba)₃璺疌HCl₃ and (S,S,S)-SKP as a catalyst, the three-component aminoarylation proceeded smoothly to afford a variety of functionalized N-allylic 2-pyridones in high yields with good regioselectivities and excellent enantioselectivities. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Category: pyridine-derivatives).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Preparation of poly(2-pyridone-3,5-diyl)s with -(CH₂)₄-SO₃M (M = H or Na) side chains was written by Yamamoto, Takakazu;Takei, Tohru;Kumagai, Naoto;Harada, Yosuke;Ohki, Takumi;Kudoh, Yasuo;Kojima, Takahiro;Koizumi, Take-aki;Shiramizu, Kohei;Abe, Masahiro;Oota, Masashi. And the article was included in Polymer in 2012.Application In Synthesis of 3,5-Dibromo-2-hydroxypyridine This article mentions the following:

Poly(2-pyridone-3,5-diyl)s with -(CH₂)₄-SO₃M (M = H or Na) side chains have been prepared by nickel-complex promoted dehalogenative polycondensation. A composite film of the polymer with -(CH₂)₄-SO₃H side chains and poly(vinyl alc.) showed a proton conductivity of 1.5 鑴?10^-1 S cm^-1 at 80 鎺矯 and 95% humidity. A copolymer with pyridine showed a high stability against oxidation by a Fenton reagent. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Application In Synthesis of 3,5-Dibromo-2-hydroxypyridine).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? 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.Application In Synthesis of 3,5-Dibromo-2-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Large-scale solvent-free chlorination of hydroxy-pyrimidines, -pyridines, -pyrazines and -amides using equimolar POCl₃ was written by Wang, Han;Wen, Kun;Wang, Le;Xiang, Ye;Xu, Xiaocheng;Shen, Yongjia;Sun, Zhihua. And the article was included in Molecules in 2012.Quality Control of 3,5-Dibromo-2-hydroxypyridine This article mentions the following:

Chlorination with equimolar POCl₃ can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxypyridines, -quinoxalines, or even -amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Quality Control of 3,5-Dibromo-2-hydroxypyridine).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) 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. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Quality Control of 3,5-Dibromo-2-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Magnesiate-Utilized/Benzyne-Mediated Approach to Indenopyridones from 2-Pyridones: An Attempt To Synthesize the Indenopyridine Core of Haouamine was written by Idzik, Tomasz J.;Borzyszkowska-Ledwig, Aleksandra;Struk, Lukasz;Sosnicki, Jacek G.. And the article was included in Organic Letters in 2019.COA of Formula: C5H3Br2NO This article mentions the following:

An efficient, short-staged synthesis of cis-fused indeno[2,1-b]- and indeno[1,2-c]pyridin-2-ones, starting from 2-pyridones, using magnesiates of type R₃MgLi as nucleophilic and deprotonation agents, mediated by benzyne generated in situ, under optimized conditions, is described. Following the developed protocol, rare C4a-aryl substituted indeno[2,1-b]pyridones (e.g. I), resembling the core of haouamine, were obtained. The protocol offering the one-pot synthesis directly from 2-pyridone is also described. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6COA of Formula: C5H3Br2NO).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) 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, 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. COA of Formula: C5H3Br2NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A facile synthesis of bromo-2-alkoxypyridines was written by Shiao, Min Jen;Tarng, Kai Yih. And the article was included in Heterocycles in 1990.HPLC of Formula: 13472-81-6 This article mentions the following:

Several bromo-2-methoxypyridines and bromo-2-(benzyloxy)pyridines were synthesized by the reaction of bromo-substituted 2-pyridones with alkyl halides in the presence of Ag₂CO₃ in benzene. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6HPLC of Formula: 13472-81-6).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. 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.HPLC of Formula: 13472-81-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kinetics and mechanism of bromination of 2-pyridinone and related derivatives in aqueous solution was written by Tee, Oswald S.;Paventi, Martino. And the article was included in Journal of the American Chemical Society in 1982.Electric Literature of C5H3Br2NO This article mentions the following:

The tautomeric system 2-pyridone (I) ⇄ 2-hydroxypyridine (II) reacts with aqueous Br via the principal tautomer I at pH <6 and via the conjugate anion at pH >6. Attack upon I occurs preferentially at the 3 position, whereas reaction of the anion probably involves major attack at the 5 position. The facile dibromination of I results from the comparable reactivity of the monobromopyridones at pH <1 or pH >4. These conclusions are based upon kinetic and product studies of I bromination and various derivatives in aqueous solutions at pH 0-8. With respect to their reactivity toward Br, the pyridones behave as substituted phenoxide ions. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Electric Literature of C5H3Br2NO).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) 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. 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.Electric Literature of C5H3Br2NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of Well-Defined Poly(2-alkoxypyridine-3,5-diyl) via Ni-Catalyst-Transfer Condensation Polymerization was written by Nanashima, Yutaka;Yokoyama, Akihiro;Yokozawa, Tsutomu. And the article was included in Macromolecules (Washington, DC, United States) in 2012.Category: pyridine-derivatives This article mentions the following:

Ni-catalyzed Kumada-Tamao coupling polymerization of 5-bromo-3-chloromagnesio-2-(2-(2-methoxyethoxy)ethoxy)pyridine (1) was investigated. Monomer 1, which was obtained quant. by treatment of the corresponding bromoiodopyridine 3 with 1.0 equiv of ⁱPrMgCl at 0°, was polymerized with Ni(dppp)Cl₂ (dppp = 1,3-bis(diphenylphospino)propane) in the presence of 2.0 equiv of LiCl in THF at room temperature to yield poly(2-(2-(2-methoxyethoxy)ethoxy)pyridine-3,5-diyl) (m-PMEEOPy) with narrow polydispersity. The M_n value was controlled by the feed ratio of the monomer precursor 3 to Ni(dppp)Cl₂. MALDI-TOF mass spectra showed that m-PMEEOPy uniformly had a bromine atom at one end and a hydrogen atom at the other. Both end groups could be converted to aryl groups by addition of an excess of aryl magnesium chloride to the reaction mixture after completion of the polymerization These results indicate that the polymerization of 1 with Ni(dppp)Cl₂ involves the intramol. catalyst-transfer polymerization mechanism. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Category: pyridine-derivatives).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of Well-Defined Poly(2-alkoxypyridine-3,5-diyl) via Ni-Catalyst-Transfer Condensation Polymerization was written by Nanashima, Yutaka;Yokoyama, Akihiro;Yokozawa, Tsutomu. And the article was included in Macromolecules (Washington, DC, United States) in 2012.Category: pyridine-derivatives This article mentions the following:

Ni-catalyzed Kumada-Tamao coupling polymerization of 5-bromo-3-chloromagnesio-2-(2-(2-methoxyethoxy)ethoxy)pyridine (1) was investigated. Monomer 1, which was obtained quant. by treatment of the corresponding bromoiodopyridine 3 with 1.0 equiv of ⁱPrMgCl at 0°, was polymerized with Ni(dppp)Cl₂ (dppp = 1,3-bis(diphenylphospino)propane) in the presence of 2.0 equiv of LiCl in THF at room temperature to yield poly(2-(2-(2-methoxyethoxy)ethoxy)pyridine-3,5-diyl) (m-PMEEOPy) with narrow polydispersity. The M_n value was controlled by the feed ratio of the monomer precursor 3 to Ni(dppp)Cl₂. MALDI-TOF mass spectra showed that m-PMEEOPy uniformly had a bromine atom at one end and a hydrogen atom at the other. Both end groups could be converted to aryl groups by addition of an excess of aryl magnesium chloride to the reaction mixture after completion of the polymerization These results indicate that the polymerization of 1 with Ni(dppp)Cl₂ involves the intramol. catalyst-transfer polymerization mechanism. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Category: pyridine-derivatives).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem