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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476913Generated: October 27, 2026

Hydrazinecarboxylic acid, ethyl ester → 3-(6-chloro-4-methylpyridin-2-yl)-1H-1,2,4-triazol-5 (4H)-one

https://huagongshe.com/reaction/1476913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazinecarboxylic acid, ethyl esterHCID 20064—
Reactant6-Chloro-4-methylpyridine-2-carbonitrileHCID 23002372—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3-(6-chloro-4-methylpyridin-2-yl)-1H-1,2,4-triazol-5 (4H)-oneHCID 13659704810.3%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 6-chloro-4-methylpicolinonitrile (3 g, 19.66 mmol) and ethyl hydrazinecarboxylate (8.19 g, 79 mmol) in NMP (6 mL) was heated in a sealed tube at 160° C. overnight. The residue was purified by column chromatography eluting with a gradient of 0-80% EtOAc in heptanes. The product-containing fractions were collected and evaporated in vacuo to give the title compound as a yellow semi-solid (428 mg). ESI-MS m/z [M+H]+211.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09402841B2
Source datasetuspto-grants-2016_08
ORD IDord-ce9153a9fa4549f4849fb0861e1c08c5
Source noteuspto-grants-2016_08