Water → (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile

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Reaction Steps

35.7 g (118 mmol) of (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde are heated to boiling under reflux for 6 hours together with 9.52 g (137 mmol) of hydroxylamine hydrochloride and 14.6 g (214 mmol) of sodium formate in 178 ml of formic acid. The solution obtained is then poured into 2.5 l of water; the precipitated product is filtered off under suction and rinsed with water. After recrystallization from methylene chloride/ethyl acetate there is obtained (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile of melting point 236°-237°.

Provenance & Evidence