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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12390Generated: October 31, 2026

Benzoyl isothiocyanate → 1-Benzoyl-3-(2-(3,3-dimethylindolin-1-yl)phenyl)thiourea

https://huagongshe.com/reaction/12390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl isothiocyanateHCID 68284—
Reactant2-(3,3-Dimethyl-2,3-dihydro-1H-indol-1-yl)anilineHCID 59337720—
SolventDichloromethaneHCID 6344—
Product1-Benzoyl-3-(2-(3,3-dimethylindolin-1-yl)phenyl)thioureaHCID 59337723112.7%

Reaction Steps

To a solution of 2e (40 mg, 0.168 mmol) in CH2Cl2 was added benzoyl isothiocyanate (30 mg, 0.189 mmol). The reaction mixture was kept at reflux for 2.5 h. The reaction mixture was filtered through a cake of Celite® and washed the cake with CH2Cl2. The solvent was evaporated under reduced pressure. The desired product was purified by column chromatography using 0 to 80% EtOAc in hexane over 60 min as eluting gradient to afford 2f (76 mg, 99%) as a powder. MS (ES) m/z 402 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728008B2
Source datasetuspto-grants-2010_06
ORD IDord-5b1739874cf74cd0a4adf4f3312b5832
Source noteuspto-grants-2010_06