Carbon Tetrachloride → HCID 19910776, compound

Participants

Reaction Steps

To a solution of 2.4 g of N-(3,5-dibromophenyl)-N'-t-pentylthiourea produced in Example A-10 in 55 ml of dichloromethane were added 3.3 g of triphenylphosphine, 2.0 g of carbon tetrachloride and 1.3 g of triethylamine. The mixture was refluxed for 4 hours and evaporated in vacuo. The residue was extracted with petroleum ether and the extract evaporated in vacuo to give N-(3,5-dibromophenyl)-N'-t-pentylcarbodiimide as an oil. To a solution of this oil in 20 ml of DMF were added 1.2 g of cyanamide and 0.1 ml of diisopropylethylamine. The mixture was stirred at 100° C. for 3 hours, cooled to room temperature and poured into 600 ml of water. The resulting crystals were collected, washed with a small amount of cyclohexane and recrystallized from ethanol to give 0.9 g of the title compound as colorless needles melting at 168.0°-170.0° C.

Provenance & Evidence