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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393494Generated: October 29, 2026

Dimethylformamide → HCID 3358379, compound

https://huagongshe.com/reaction/393494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantO-ToluidineHCID 7242—
ReactantBenzoic acid, 4-(acetyloxy)-HCID 16865—
ReactantThionyl ChlorideHCID 24386—
SolventWaterHCID 962—
ProductHCID 3358379HCID 335837981%

Reaction Conditions

Temperature50 °C

Reaction Steps

3.000 g (16.65 mmol) of 4-acetoxybenzoic acid and 5 ml of thionyl chloride were mixed together and stirred for two hours at 50° C. after the addition of a drop of DMF. After thionyl chloride was removed by distillation under the reduced pressure, 5 ml of NMP was added in an ice bath. After stirring for 10 minutes in the ice bath after the addition of 1.784 g (16.65 mmol) of 2-aminotoluene, then the solution was poured into 400 ml of iced water. Precipitate formed was thoroughly washed to yield 3.634 g of 4-acetoxy-2′-methylbenzanilide shown in the structural formula 9 above in colorless solid (Yield: 81.04%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06808766B1
Source datasetuspto-grants-2004_10
ORD IDord-5d27ca2c74644c6b91aede88fc2f1fe4
Source noteuspto-grants-2004_10