Carbon Tetrachloride → HCID 19910782, compound

Participants

Reaction Steps

To a solution of 4.5 g of N-(3,5-dichlorophenyl)-N'-(1-ethyl-1-methylpropyl)thiourea produced in Example A-5 and 5.8 g of triphenylphosphine in 60 ml of dichloromethane were added 2.2 g of triethylamine and 3.4 g of carbon tetrachloride. The mixture was refluxed for 4 hours, cooled to room temperature and evaporated in vacuo. The residue was stirred with n-hexane and the resulting solid matter was removed by filtration. The filtrate was evaporated to give N-(3,5-dichlorophenyl)-N'-(1-ethyl-1-methylpropyl)carbodiimide as an oil. To a solution of this oil in 20 ml of DMF were added 3.4 g of cyanamide and 0.1 ml of diisopropylethylamine. The mixture was stirred at 100° C. for 40 minutes, cooled to room temperature and poured into water. The resulting crystals were filtered off and recrystallized from benzene to give 3.5 g of the title compound as colorless flakes melting at 148.0°-150.0° C.

Provenance & Evidence