Category: 36625-57-7

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (5-Nitropyridin-2-yl)methanol( cas:36625-57-7 ) is researched.Application of 36625-57-7.Achremowicz, Lucjan; Syper, Ludwik published the article 《Reactions of 3-nitropicolines N-oxides with acetic anhydride》 about this compound( cas:36625-57-7 ) in Roczniki Chemii. Keywords: picoline oxide acetic anhydride; nitro picoline oxide anhydride; pyridine aldehyde nitro. Let’s learn more about this compound (cas:36625-57-7).

The rearrangement of 2-methyl- (I), 4-methyl-3-nitropyridine N-oxide (II), and 2-methyl-5-nitropyridine N-oxide (III) in Ac2O gave a mixture of acetates. I acetate was hydrolysed with aqueous HCl to give 3-nitro-2-pyridylmethanol (IV), 2-methyl-3-nitropyridine, and 2-methyl-3-nitro-5-hydroxypyridine. From a similar reaction of II, 3-nitro-4-pyridylmethanol acetate was isolated. Rearrangement of III gave 5-nitro-2-pyridylmethanol acetate and two other compounds, which were hydrolysed with dilute HCl to give 5-nitro-2-pyridylmethanol (V) and 2-methyl-3-hydroxy-5-nitropyridine. Oxidation of IV or V with SeO2 in dioxane gave 3-nitro-2-picolinaldehyde hydrate and 5-nitro-2-picoline-aldehyde (32 and 70% resp.). A modified synthesis of 3-nitro-4-methylpyridine from 2,4-dimethylpyridine included its nitration to a mixture of 2,4- and 4,6-dimethyl-3-nitropyridine, which was transformed with 30% H2O2 in AcOH-C6H6, to the N-oxides, then rearranged in Ac2O to 4-methyl-3-nitro- and 4-methyl-5-nitro-2-pyridylmethanol acetate, hydrolysed with aqueous HCl to pyridylmethanols, oxidized with aqueous KMnO4 to give 4-methyl-3-nitropyridine-2-carboxylic acid and 4-methyl-5-nitropyridine-2-carboxylic aid. The acids were decarboxylated by heating at elevated temperature Nitration of 2,6-lutidine gave 3-nitro-2,6-lutidine, which was oxidized with KMnO4 to give 2-methyl-3-nitropyridine-6-carboxylic acid and subsequently decarboxylated to give 2-methyl-3-nitropyridine. 2-Methyl-5-nitropyridine was prepared from 2-chloro-5-nitropyridine by substitution with enolate anion (generated from diethyl malonate with metallic Na in xylene) followed by hydrolysis with aqueous H2SO4 and decarboxylation.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 36625-57-7, is researched, Molecular C6H6N2O3, about Reactions of 3-nitropicolines N-oxides with acetic anhydride, the main research direction is picoline oxide acetic anhydride; nitro picoline oxide anhydride; pyridine aldehyde nitro.Reference of (5-Nitropyridin-2-yl)methanol.

The rearrangement of 2-methyl- (I), 4-methyl-3-nitropyridine N-oxide (II), and 2-methyl-5-nitropyridine N-oxide (III) in Ac2O gave a mixture of acetates. I acetate was hydrolysed with aqueous HCl to give 3-nitro-2-pyridylmethanol (IV), 2-methyl-3-nitropyridine, and 2-methyl-3-nitro-5-hydroxypyridine. From a similar reaction of II, 3-nitro-4-pyridylmethanol acetate was isolated. Rearrangement of III gave 5-nitro-2-pyridylmethanol acetate and two other compounds, which were hydrolysed with dilute HCl to give 5-nitro-2-pyridylmethanol (V) and 2-methyl-3-hydroxy-5-nitropyridine. Oxidation of IV or V with SeO2 in dioxane gave 3-nitro-2-picolinaldehyde hydrate and 5-nitro-2-picoline-aldehyde (32 and 70% resp.). A modified synthesis of 3-nitro-4-methylpyridine from 2,4-dimethylpyridine included its nitration to a mixture of 2,4- and 4,6-dimethyl-3-nitropyridine, which was transformed with 30% H2O2 in AcOH-C6H6, to the N-oxides, then rearranged in Ac2O to 4-methyl-3-nitro- and 4-methyl-5-nitro-2-pyridylmethanol acetate, hydrolysed with aqueous HCl to pyridylmethanols, oxidized with aqueous KMnO4 to give 4-methyl-3-nitropyridine-2-carboxylic acid and 4-methyl-5-nitropyridine-2-carboxylic aid. The acids were decarboxylated by heating at elevated temperature Nitration of 2,6-lutidine gave 3-nitro-2,6-lutidine, which was oxidized with KMnO4 to give 2-methyl-3-nitropyridine-6-carboxylic acid and subsequently decarboxylated to give 2-methyl-3-nitropyridine. 2-Methyl-5-nitropyridine was prepared from 2-chloro-5-nitropyridine by substitution with enolate anion (generated from diethyl malonate with metallic Na in xylene) followed by hydrolysis with aqueous H2SO4 and decarboxylation.

There is still a lot of research devoted to this compound(SMILES：OCC1=NC=C(C=C1)[N+]([O-])=O)Reference of (5-Nitropyridin-2-yl)methanol, and with the development of science, more effects of this compound(36625-57-7) can be discovered.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Achremowicz, Lucjan; Syper, Ludwik researched the compound: (5-Nitropyridin-2-yl)methanol( cas:36625-57-7 ).SDS of cas: 36625-57-7.They published the article 《Reactions of 3-nitropicolines N-oxides with acetic anhydride》 about this compound( cas:36625-57-7 ) in Roczniki Chemii. Keywords: picoline oxide acetic anhydride; nitro picoline oxide anhydride; pyridine aldehyde nitro. We’ll tell you more about this compound (cas:36625-57-7).

The rearrangement of 2-methyl- (I), 4-methyl-3-nitropyridine N-oxide (II), and 2-methyl-5-nitropyridine N-oxide (III) in Ac2O gave a mixture of acetates. I acetate was hydrolysed with aqueous HCl to give 3-nitro-2-pyridylmethanol (IV), 2-methyl-3-nitropyridine, and 2-methyl-3-nitro-5-hydroxypyridine. From a similar reaction of II, 3-nitro-4-pyridylmethanol acetate was isolated. Rearrangement of III gave 5-nitro-2-pyridylmethanol acetate and two other compounds, which were hydrolysed with dilute HCl to give 5-nitro-2-pyridylmethanol (V) and 2-methyl-3-hydroxy-5-nitropyridine. Oxidation of IV or V with SeO2 in dioxane gave 3-nitro-2-picolinaldehyde hydrate and 5-nitro-2-picoline-aldehyde (32 and 70% resp.). A modified synthesis of 3-nitro-4-methylpyridine from 2,4-dimethylpyridine included its nitration to a mixture of 2,4- and 4,6-dimethyl-3-nitropyridine, which was transformed with 30% H2O2 in AcOH-C6H6, to the N-oxides, then rearranged in Ac2O to 4-methyl-3-nitro- and 4-methyl-5-nitro-2-pyridylmethanol acetate, hydrolysed with aqueous HCl to pyridylmethanols, oxidized with aqueous KMnO4 to give 4-methyl-3-nitropyridine-2-carboxylic acid and 4-methyl-5-nitropyridine-2-carboxylic aid. The acids were decarboxylated by heating at elevated temperature Nitration of 2,6-lutidine gave 3-nitro-2,6-lutidine, which was oxidized with KMnO4 to give 2-methyl-3-nitropyridine-6-carboxylic acid and subsequently decarboxylated to give 2-methyl-3-nitropyridine. 2-Methyl-5-nitropyridine was prepared from 2-chloro-5-nitropyridine by substitution with enolate anion (generated from diethyl malonate with metallic Na in xylene) followed by hydrolysis with aqueous H2SO4 and decarboxylation.

There is still a lot of research devoted to this compound(SMILES：OCC1=NC=C(C=C1)[N+]([O-])=O)SDS of cas: 36625-57-7, and with the development of science, more effects of this compound(36625-57-7) can be discovered.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Electric Literature of C6H6N2O3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (5-Nitropyridin-2-yl)methanol, is researched, Molecular C6H6N2O3, CAS is 36625-57-7, about Reactions of 3-nitropicolines N-oxides with acetic anhydride. Author is Achremowicz, Lucjan; Syper, Ludwik.

The rearrangement of 2-methyl- (I), 4-methyl-3-nitropyridine N-oxide (II), and 2-methyl-5-nitropyridine N-oxide (III) in Ac2O gave a mixture of acetates. I acetate was hydrolysed with aqueous HCl to give 3-nitro-2-pyridylmethanol (IV), 2-methyl-3-nitropyridine, and 2-methyl-3-nitro-5-hydroxypyridine. From a similar reaction of II, 3-nitro-4-pyridylmethanol acetate was isolated. Rearrangement of III gave 5-nitro-2-pyridylmethanol acetate and two other compounds, which were hydrolysed with dilute HCl to give 5-nitro-2-pyridylmethanol (V) and 2-methyl-3-hydroxy-5-nitropyridine. Oxidation of IV or V with SeO2 in dioxane gave 3-nitro-2-picolinaldehyde hydrate and 5-nitro-2-picoline-aldehyde (32 and 70% resp.). A modified synthesis of 3-nitro-4-methylpyridine from 2,4-dimethylpyridine included its nitration to a mixture of 2,4- and 4,6-dimethyl-3-nitropyridine, which was transformed with 30% H2O2 in AcOH-C6H6, to the N-oxides, then rearranged in Ac2O to 4-methyl-3-nitro- and 4-methyl-5-nitro-2-pyridylmethanol acetate, hydrolysed with aqueous HCl to pyridylmethanols, oxidized with aqueous KMnO4 to give 4-methyl-3-nitropyridine-2-carboxylic acid and 4-methyl-5-nitropyridine-2-carboxylic aid. The acids were decarboxylated by heating at elevated temperature Nitration of 2,6-lutidine gave 3-nitro-2,6-lutidine, which was oxidized with KMnO4 to give 2-methyl-3-nitropyridine-6-carboxylic acid and subsequently decarboxylated to give 2-methyl-3-nitropyridine. 2-Methyl-5-nitropyridine was prepared from 2-chloro-5-nitropyridine by substitution with enolate anion (generated from diethyl malonate with metallic Na in xylene) followed by hydrolysis with aqueous H2SO4 and decarboxylation.

Here is a brief introduction to this compound(36625-57-7)Electric Literature of C6H6N2O3, if you want to know about other compounds related to this compound(36625-57-7), you can read my other articles.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem