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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238396Generated: October 26, 2026

Dimethylformamide → 4-Cyano-2-methylbenzoyl chloride

https://huagongshe.com/reaction/238396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Cyano-2-methylbenzoic acidHCID 11819339—
SolventTolueneHCID 1140—
Product4-Cyano-2-methylbenzoyl chlorideHCID 86654215100%

Reaction Steps

To a solution of A-4 (4-cyano-2-methylbenzoic acid) (20 g, 0.124 mol) in toluene (200 mL) was added thionyl chloride (18 mL, 0.248 mol), and catalytic amount of dimethylformamide (0.5 mL). The resultant mixture was stirred at 70° C. for 14 h, and concentrated under reduced pressure to give A-5 (4-cyano-2-methylbenzoyl chloride) (24 g, yield 100%), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642628B2
Source datasetuspto-grants-2014_02
ORD IDord-182db5df03a94061a83874a183beea12
Source noteuspto-grants-2014_02