Category: 3718-65-8

Chemistry of pyridine. VI. Steric and electronic effects influencing the deoxidative substitution of pyridine N-oxide by mercaptans in acetic anhydride was written by Hershenson, Fred M.;Bauer, Ludwig. And the article was included in Journal of Organic Chemistry in 1969.Formula: C7H9NO This article mentions the following:

The deoxidative substitution of 1-oxide derived from pyridine, 2-, 3-, and 4-picoline, 4-tert-butylpyridine, 4-phenylpyridine, and 2,6-, 3,4-, and 3,5-lutidine by tert-BuSH in Ac2O is reported. Ring substitution introduced a tert-BuS group at any one of the available α positions (2,6-lutidine 1-oxide being the exception) and only at those β positions which had originally free α positions adjacent to them. Mechanisms to explain both α and β substitution via 1-acetoxy-2-tert-butylthio-1,2-dihydropyridines are postulated. Evidence is presented that β substitution involves migration of the sulfide function from such 1,2-dihydropyridines via episulfonium intermediates. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Formula: C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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.Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Heteroaromatic N-oxides modified with a chiral oxazoline moiety, synthesis and catalytic applications was written by Wrzeszcz, Zuzanna;Siedlecka, Renata. And the article was included in Catalysts in 2021.COA of Formula: C7H9NO This article mentions the following:

A multi-step synthesis of a series of chiral oxazoline substituted pyridine N-oxides I (R¹ = i-pr, t-bu, Ph; R² = H; R¹ = R² = indane, trimethyl-bicyclo[2.2.1]heptane), alkyl derived of pyridine N-oxides II, bipyridine N-oxides III, and isoquinoline N-oxides IV, based on amino alcs. R¹(NH2)HC-CH(OH)R² derived from natural amino acids or other previously prepared, is presented herein. Various synthetic pathways have been designed and tested according to the properties and limitations imposed by the target products. The encountered problems related to the stability of the products were discussed. The resulting compounds (eighteen structures) were tested as catalysts in the allylation of benzaldehyde (obtaining up to 79% ee) as well as in nitroaldol reaction (obtaining up to 48% ee). In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8COA of Formula: C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. 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.COA of Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of aromatic N-oxides with dipolarophiles. III. Cycloadditions of substituted phenyl isocyanates to 3,5-dimethyl and 3,5-dibromopyridine N-oxides and x-ray crystal structures of the isomeric cycloadducts was written by Hisano, Takuzo;Ichikawa, Masataka;Matsuoka, Toshikazu;Hagiwara, Hisao;Muraoka, Keiji;Komori, Tetsuya;Harano, Kazunobu;Ida, Yoshiteru;Christensen, Arild T.. And the article was included in Chemical & Pharmaceutical Bulletin in 1979.COA of Formula: C7H9NO This article mentions the following:

Three β-substituted pyridine N-oxides were subjected to 1,3-dipolar cycloaddition with substituted Ph isocyanates. 3-Methyl- and 3,5-dimethyl-pyridine N-oxide afforded the 2,3-dihydropyridine derivatives, and the 3,5-dibromo compound afforded a 2,3-dihydro-2-oxo-oxazolo[4,5-b]pyridine by the elimination of HBr from the 2,3-dihydropyridine. The presence of an o-substituent or NO₂ in the Ph isocyanate resulted in a reduced cycloaddition yield. The structures of the 2,3-dihydropyridine adducts were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8COA of Formula: C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. 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.COA of Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

One-Step Conversion of Azine N-Oxides to α-1,2,4-Triazolo-, 1,2,3-Triazolo, Imidazolo-, and Pyrazoloheteroarenes was written by Keith, John M.. And the article was included in Journal of Organic Chemistry in 2010.Product Details of 3718-65-8 This article mentions the following:

Pyridine, quinoline, isoquinoline, azaindole, and pyrimidine N-oxides, e.g. I, were converted to their α-triazole and α-diazole derivatives, e.g. II, by treatment with the corresponding p-toluenesulfonylazoles and Hunig’s base at elevated temperatures In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Product Details of 3718-65-8).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. 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.Product Details of 3718-65-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Metal-free isotactic-specific radical polymerization of N-isopropylacrylamide with pyridine N-oxide derivatives: The effect of methyl substituents of pyridine N-oxide on the isotactic specificity and the proposed mechanism for the isotactic-specific radical polymerization was written by Hirano, Tomohiro;Ishizu, Hideaki;Sato, Tsuneyuki. And the article was included in Polymer in 2008.Category: pyridine-derivatives This article mentions the following:

The radical polymerizations of N-isopropylacrylamide (NIPAAm) in chloroform at low temperatures in the presence of pyridine N-oxide (PNO) derivatives were investigated. It was found that the methylation at meta-positions of PNO improved the isotactic specificity induced by PNO, whereas the methylation at ortho-positions prevented the induction of the isotactic specificity. NMR anal. revealed that NIPAAm and PNO derivatives formed predominantly 2:1 complex through a hydrogen-bonding interaction. Furthermore, the induction of the isotactic specificity was attributed to the conformationally limited propagating radicals. Based on these findings, the mechanism of the isotactic-specific radical polymerization was discussed. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Category: pyridine-derivatives).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and anthelmintic activity of 7-substituted 3,4a-dimethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3′,4′:4,5]furo[3,2-b]pyridine-6,8(7H)-diones was written by Jeschke, Peter;Harder, Achim;Etzel, Winfried;Gau, Wolfgang;Goehrt, Axel;Benet-Buchholz, Jordi;Thielking, Gerhard. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Name: 3,5-Dimethylpyridine 1-oxide This article mentions the following:

The racemic 7-substituted 3,4a-dimethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3′,4′:4,5]furo[3,2-b]pyridine-6,8(7H)-diones I [R = Me, Et, cyclopropyl, Bu, CH₂Ph, (S)CHMePh] represent novel tricyclic compounds with strong in vivo efficacy against the parasitic nematode Haemonchus contortus Rudolphi in sheep. The synthesis of endo-I and the resolution of I [R = Et] by HPLC are reported. The absolute configuration of the most anthelmintically active (4aS,5aS,8aS,8bR)-enantiomer was determined by single crystal X-ray anal. using its stable CuCl₂ (2:1)-complex. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Name: 3,5-Dimethylpyridine 1-oxide).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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). 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.Name: 3,5-Dimethylpyridine 1-oxide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Infrared spectra of heterocyclic compounds. III. Infrared spectra of alkylpyridine 1-oxides was written by Shindo, Hideyo. And the article was included in Pharmaceutical Bulletin in 1956.Application In Synthesis of 3,5-Dimethylpyridine 1-oxide This article mentions the following:

Infrared absorption spectra were measured (curves shown) for pyridine 1-oxide (I), its 2-, 3-, and 4-Me derivatives, its 2,3-, 2,4-, 2,6-, and 3,5-di-Me (II) derivatives, its 2,3,4-, 2,3,6- (III), 2,4,5-, and 2,4,6-tri-Me derivatives, its 2,3,4,6-tetra-Me and 2,3,4,5,6-penta-Me derivatives, and its 3- and 4-Et derivatives All the compounds were prepared by well-known methods and were distilled in vacuo immediately before measuring. Only II and III were new, picrates, m. 138-9° and 102°, resp. By comparing these spectra with those previously reported (C.A. 51, 5557b) for the corresponding alkylpyridines (IV), the characteristic absorption band for the N-oxide group was established as between 1200 and 1300 cm.^-1 (cf. Costa and Blasina, C.A. 49, 8702i). This conclusion is discussed on the basis of the facts that (1) I and all its alkyl derivatives show this band with high intensity, (2) only this band shifts to lower frequency with traces of MeOH (because of H bonding), (3) very sensitive relations exist between the frequency of this band and the positions of the alkyl groups, and (4) this absorption region is appropriate to the double-bond nature of the N-H bond. No marked relation was found between the out-of-plane C-H deformation frequencies at 700-900 cm.^-1 in these compounds and those in the corresponding IV. The C:C and C:N stretching vibration frequencies at 1450-1650 cm.^-1 were quite different from, and often the reverse of, those of the corresponding IV. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Application In Synthesis of 3,5-Dimethylpyridine 1-oxide).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. 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-Dimethylpyridine 1-oxide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of 3-substituted and 3,5-disubstituted pyridine N-oxides with phenyl isocyanate was written by Hisano, Takuzo;Matsuoka, Toshikazu;Ichikawa, Masataka. And the article was included in Organic Preparations and Procedures International in 1974.Electric Literature of C7H9NO This article mentions the following:

3,5-Dimethylpyridine N-oxide was treated with PhNCO to give I, which was hydrolyzed to give 2-anilino-3,5-dimethylpyridine. 3-Bromopyridine and PhNCO gave 46% oxazolopyridinone II, 3% 2-anilino-3-bromopyridine, and 3% 6-anilino-3-bromopyridine. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Electric Literature of C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Electric Literature of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of 3-substituted and 3,5-disubstituted pyridine N-oxides with phenyl isocyanate was written by Hisano, Takuzo;Matsuoka, Toshikazu;Ichikawa, Masataka. And the article was included in Organic Preparations and Procedures International in 1974.Electric Literature of C7H9NO This article mentions the following:

3,5-Dimethylpyridine N-oxide was treated with PhNCO to give I, which was hydrolyzed to give 2-anilino-3,5-dimethylpyridine. 3-Bromopyridine and PhNCO gave 46% oxazolopyridinone II, 3% 2-anilino-3-bromopyridine, and 3% 6-anilino-3-bromopyridine. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Electric Literature of C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Electric Literature of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and anthelmintic activity of 7-substituted 3,4a-dimethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3′,4′:4,5]furo[3,2-b]pyridine-6,8(7H)-diones was written by Jeschke, Peter;Harder, Achim;Etzel, Winfried;Gau, Wolfgang;Goehrt, Axel;Benet-Buchholz, Jordi;Thielking, Gerhard. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Name: 3,5-Dimethylpyridine 1-oxide This article mentions the following:

The racemic 7-substituted 3,4a-dimethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3′,4′:4,5]furo[3,2-b]pyridine-6,8(7H)-diones I [R = Me, Et, cyclopropyl, Bu, CH₂Ph, (S)CHMePh] represent novel tricyclic compounds with strong in vivo efficacy against the parasitic nematode Haemonchus contortus Rudolphi in sheep. The synthesis of endo-I and the resolution of I [R = Et] by HPLC are reported. The absolute configuration of the most anthelmintically active (4aS,5aS,8aS,8bR)-enantiomer was determined by single crystal X-ray anal. using its stable CuCl₂ (2:1)-complex. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Name: 3,5-Dimethylpyridine 1-oxide).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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). 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.Name: 3,5-Dimethylpyridine 1-oxide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem