Triethylamine → HCID 23348602, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6.27 g (0.055 mole) of 1-aminomethyl-2-pyrrolidinone in 50 ml of methylene chloride is added slowly and with vigorous stirring to a solution of 3.8 ml (0.05 mole) of thiophosgene and 10.1 g (0.1 mole) of triethylamine in 50 ml of methylene chloride kept at -70° C. After the addition, the reaction mixture is allowed to return to ambient temperature and 7.8 g (0.005 mole) of 1-aminomethyl-hexahydro-2H-azepin-2-one are added slowly. Stirring is continued for 15 minutes and the reaction mixture is then cooled to -50° C. in order to precipitate the triethylamine hydrochloride. It is filtered and the filtrate is evaporated to dryness. The residue obtained is purified by chromatograhy on silica (eluent: chloroform). 5.9 g of 1-[(hexahydro-2-oxo-1H-azepin-1-yl)methyl]-3-[(2-oxo-pyrrolidino)methyl]-2-thiourea are obtained. Yield: 39% of theory; M.P. 147°-148° C.

Provenance & Evidence