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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544247Generated: October 26, 2026

Dimethylamine → N,N-Dimethyl-N'-phenyl-benzamidine

https://huagongshe.com/reaction/544247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantBenzanilideHCID 7168—
ReactantThionyl ChlorideHCID 24386—
SolventDichloromethaneHCID 6344—
ProductN,N-Dimethyl-N'-phenyl-benzamidineHCID 35186283%

Reaction Steps

Into a slurry of 19.7 g of benzanilide (m.p. 162°-164° C.) in 200 ml of methylene chloride was added a solution of 12.0 g of thionylchloride in 50 ml of methylene chloride. After the addition was completed and the reaction mixture was stirred for one hour at room temperature, gaseous dimethylamine was introduced until the solution became saturated. Workup by filtration, waterwash, removal of the solvent and distillation afforded N,N-dimethyl-N'-phenylbenzamidine in 18.6 g or 83% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04448975
Source datasetuspto-grants-1984_05
ORD IDord-7f7c2afd18b74a8db7d15719a450e9da
Source noteuspto-grants-1984_05