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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990732Generated: October 26, 2026

Dimethylformamide → 5-Chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

https://huagongshe.com/reaction/990732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-olHCID 1238616—
Product5-Chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehydeHCID 147845977%

Reaction Conditions

Temperature110 °C

Reaction Steps

21.35 g of phosphorus oxychloride was dropwise added to 4.72 g of DMF at 10° C. or lower. After the temperature of the reaction solutio was returned to room temperature, the reaction mixture was stirred for 1 hour, and 10.71 g of 1-methyl-3-trifluoromethyl-5-pyrazolone was added thereto. The resulting mixture was heated up to 110° C., and stirred for 7 hours. After having been left to be at 70° C. the reaction mixture was poured into ice water. After pH of the mixture was made to be about 4 with an aqueous solution of sodium hydroxide added thereto, and precipitated crystals were taken out through filtration and dried to obtain 10.55 g of 1-methyl-3-trifluoromethyl-5-chloropyrazole-4-carbaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462049B1
Source datasetuspto-grants-2002_10
ORD IDord-bde5ed46bfd542c08aaea80d384960c4
Source noteuspto-grants-2002_10