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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698865Generated: November 2, 2026

5-Chloro-2-methylaniline → 1-(5-Chloro-2-methylphenyl)-2-thiourea

https://huagongshe.com/reaction/1698865

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methylanilineHCID 7260—
ReactantBenzoyl chlorideHCID 7412—
ReactantAmmonium thiocyanateHCID 15666—
SolventAcetoneHCID 180—
SolventDichloromethaneHCID 6344—
Product1-(5-Chloro-2-methylphenyl)-2-thioureaHCID 2757703—

Reaction Steps

8.9 ml of benzoyl chloride are added to a solution of 5.9 g of ammonium thiocyanate in 130 ml of anhydrous acetone. The reaction mixture is heated under reflux for 15 minutes and then after cooling, 10 g of 5-chloro-2-methylaniline are added. The reaction mixture is heated under reflux for 2 hours and the acetone is removed by distillation under vacuum. The residue obtained is taken up in dichloromethane. The mixture is washed with water, dried over sodium sulphate and evaporated under vacuum. The expected product is obtained in the form of an oil with a quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06344470B1
Source datasetuspto-grants-2002_02
ORD IDord-9f6de110b55a46199ee54056e0649064
Source noteuspto-grants-2002_02