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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350886Generated: October 25, 2026

Dimethylformamide → 5-Chloro-1-ethyl-3-methyl-1H-pyrazole-4-carbaldehyde

https://huagongshe.com/reaction/350886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178463089HCID 178463089—
SolventWaterHCID 962—
Product5-Chloro-1-ethyl-3-methyl-1H-pyrazole-4-carbaldehydeHCID 22747506—

Reaction Conditions

Temperature80 °C

Reaction Steps

To 28.7 ml of anhydrous N,N-dimethylformamide at 0° C. were added slowly 80.7 ml of phosphorus oxychloride then 15.6 g of 2-ethyl-5-methyl-2H-pyrazol-3-ol. The mixture was stirred under nitrogen at 80° C. for 1 hour, poured into 700 ml of water at 0° C. then extracted six times with 350 ml of diethyl ether. The combined extracts were dried over magnesium sulphate, filtered and evaporated to leave 9.3 g of 5-chloro-1-ethyl-3-methyl-1H-pyrazole-4-carbaldehyde as an orange liquid which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183296B2
Source datasetuspto-grants-2007_02
ORD IDord-27a30c14765744a59db4f937d40e7352
Source noteuspto-grants-2007_02