HCID 22748579, compound → HCID 22748581, compound

Participants

Reaction Steps

A solution of 5-isopropyl-3-(2-nitro-4-chlorophenyl)-1,3,4-oxadiazolin-2-one (16 g.) in ethyl acetate (130 cc.) containing 3% w/w palladium on charcoal (1 g.) is hydrogenated at atmospheric pressure and at approximately 20°C. After the absorption of hydrogen (1.9 litres) (70% of the theoretical amount), the reaction is stopped and the reaction mixture is filtered. The filtrate is concentrated under reduced pressure and the residue taken up in benzene (50 cc.); the crystals obtained are filtered off and washed with benzene (15 cc.). 5-Isopropyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one (7.2 g.), which melts at 138°-140°C., is obtained. The benzene filtrate is recycled and is subjected to an operation identical to that described above. 5 -Isopropyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one (2.9 g.), which melts at 138°-140°C., is obtained.

Provenance & Evidence