2,6-dimethylpyridine-3,5-dicarbohydrazide

Base Information

• Chemical Name: 2,6-dimethylpyridine-3,5-dicarbohydrazide
• CAS No.: 15420-54-9
• Molecular Formula: C9H13 N5 O2
• Molecular Weight: 223.235
• Mol file: 15420-54-9.mol

Synonyms:3,5-Pyridinedicarboxylicacid, 2,6-dimethyl-, dihydrazide (7CI,9CI); NSC 409782

Chemical Property of 2,6-dimethylpyridine-3,5-dicarbohydrazide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.311g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-dimethylpyridine-3,5-dicarbohydrazide

There total 10 articles about 2,6-dimethylpyridine-3,5-dicarbohydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.0%

3-ethoxycarbonyl-2,6-dimethylpyridine-5-carboxylic acid 2-(p-nitrobenzoyl) hydrazide → 2,6-dimethyl-3,5-pyridinedicarboxylic acid dihydrazide (15420-54-9) + N-amino-(4-nitrophenyl)carboxamide (636-97-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Heating;

DOI:10.1007/s10593-006-0029-y

Reference yield: 52.0%

3-ethoxycarbonyl-2,6-dimethylpyridine-5-carboxylic acid 2-(m-nitrobenzoyl) hydrazide → 2,6-dimethyl-3,5-pyridinedicarboxylic acid dihydrazide (15420-54-9) + 3-nitrobenzoic acid hydrazide (618-94-0)

Guidance literature:

With hydrazine hydrate; In ethanol; for 5h; Heating;

DOI:10.1007/s10593-006-0029-y

Reference yield: 48.0%

3-ethoxycarbonyl-2,6-dimethylpyridine-5-carboxylic acid 2-benzoyl hydrazide → 2,6-dimethyl-3,5-pyridinedicarboxylic acid dihydrazide (15420-54-9) + benzoic acid hydrazide (613-94-5)

Guidance literature:

With hydrazine hydrate; In methanol; for 6h; Heating;

DOI:10.1007/s10593-006-0029-y

Downstream raw materials:

2,6-dimethyl-3,5-bis[5-(2-fluorophenyl)1,3,4oxadiazol-2-yl]pyridine

3,5-bis[N-(3-chlorophenyl)carbamoyl]-2,6-dimethylpyridine

3,5-bis[N-(4-chlorophenyl)carbamoyl]-2,6-dimethylpyridine

3,5-bis[N-(2-bromophenyl)carbamoyl]-2,6-dimethylpyridine

Refernces

Study of the acylation reaction of 2,6-dimethyl-3,5-pyridinedicarboxylic acid hydrazides

10.1007/s10593-006-0029-y

The study investigates the acylation of 3-ethoxycarbonyl-2,6-dimethyl-5-pyridinecarboxylic acid hydrazide and 2,6-dimethyl-3,5-pyridinedicarboxylic acid dihydrazide using aromatic acid chlorides, yielding N-aroyl hydrazides. The study reveals that hydrazinolysis of these N-aroyl hydrazides occurs at the dihydrazide fragment rather than the ester group, leading to the formation of dihydrazides and benzoic acid hydrazides. The stability of the N-aroyl hydrazides under acid and base hydrolysis conditions is also examined, with complete hydrolysis achievable through prolonged reflux in hydrochloric acid or potassium hydroxide solutions. X-ray analysis of compound 6d provides insights into the conformation and bonding characteristics of the N-aroyl hydrazide fragment, highlighting the influence of steric and electronic factors on the reaction mechanism. The research contributes to the understanding of the chemical properties and reactivity of these hydrazide compounds, supported by detailed IR and NMR spectral data.

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