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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1283202Generated: October 26, 2026

Dimethylformamide → 5-Chloro-3-(4-chlorophenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde

https://huagongshe.com/reaction/1283202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-(4-Chlorophenyl)-1-phenyl-2-pyrazolin-5-oneHCID 10286088—
Product5-Chloro-3-(4-chlorophenyl)-1-phenyl-1H-pyrazole-4-carbaldehydeHCID 2141836099%

Reaction Steps

At 5° to 40° 284 g of phosphorus oxytrichloride are added dropwise during a period of 90 minutes to 270 g of dimethylformamide. Stirring is carried out for 30 minutes at 15° and then 100 g of 3-p-chlorophenyl-1-phenyl-2-pyrazoline-5-one are added. Heating is carried out for 1.5 hours at 50° and for 21 hours at 70°. The product is poured on to 2 kg of ice, the pH is adjusted to 3-4 with 20 % of sodium hydroxide and the precipitate is filtered off. 5-Chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-carboxaldehyde is obtained with a yield of 99 %; F 169.5°-171° (from acetone).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03974176
Source datasetuspto-grants-1976_08
ORD IDord-d103e5959bcd49f4b9c12a1880f8787d
Source noteuspto-grants-1976_08