Synthesis of 3-Bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic Acid

Paper

Synthesis of 3-Bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic Acid

Published 2009 · Ji Ya-fei

Chinese Journal of Synthetic Chemistry

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Abstract

Ethyl 2-(3-chloro-2-pyridinyl)-5-oxo-3-pyrazolidinecarboxylate(5) was prepared from 2,3-dichloropyidine by nucleophilic substitution with aqueous hydrazine,and then cyclization with diethyl maleate. Ethyl 3-bromo-1-(3-chloro-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxylate(7) was prepared from 5 by esterification with benzenesulfonyl chloride,and then bromination with hydrogen bromide. A key intermediate for preparing chlorantraniliprole,3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid(1),was synthesized from 7 by dehydrogenation and hydrolysis in overall yield of 39.5%. The structures were confirmed by 1H NMR and MS.

Study Snapshot

This study successfully synthesized 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid, a key intermediate for preparing chlorantraniliprole, in 39.5% overall yield.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Synthesis of 3-Bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic Acid

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