Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1731267Generated: November 1, 2026

Methylamine → 5-chloro-N-methyl-1-phenylpyrazole-4-carboxamide

https://huagongshe.com/reaction/1731267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantEthyl 5-chloro-1-phenyl-1H-pyrazole-4-carboxylateHCID 13608341—
SolventDimethylformamideHCID 6228—
Product5-chloro-N-methyl-1-phenylpyrazole-4-carboxamideHCID 17673370%

Reaction Steps

A solution of 3.5 g of 5-chloro-1-phenyl-1H-pyrazole-4-carboxylic acid, ethyl ester and 20 ml of 40% aqueous methylamine in 20 ml DMF was stirred at room temperature for about 45 hours. Thin layer chromatography showed mostly starting material so an additional 10 ml of 40% aqueous methylamine was added to the reaction mixture which was stirred for an additional 5 days. The reaction mixture was poured into ice water and the precipitated solid was collected by filtration. After drying, the solid was recrystallized from toluene to afford 2.3 g of 5-chloro-1-phenyl-N-methyl-1H-pyrazole-4-carboxamide. Yield 70%. mp=182°-183° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04620865
Source datasetuspto-grants-1986_11
ORD IDord-7a3d7abc47c5477eac7f7587a913bca6
Source noteuspto-grants-1986_11