Propylamine → HCID 70050531, compound

Participants

Reaction Steps

To a stirred solution of 350 mg of 5-acetonyl-3-chloromethyl-1,2,4-oxadiazole in 10 ml of dry benzene-ether (3:1) was added dropwise with ice-cooling a solution of 190 mg of titanium tetrachloride in 1 ml of dry benzene. After the mixture was stirred for 1 hour, there was added dropwise 360 mg of n-propylamine with ice-cooling. The stirring was continued for 3 hours and then at room temperature for additional 3 hours. After the filtration of the reaction mixture, the filtrate was concentrated in vacuo. The residue was chromatographed on silica gel using benzene-acetonitrile (10:1) as eluent to give 5-[2-(n-propylamino)-1-propenyl]-3-chloromethyl-1,2,4-oxadiazole as an oil.

Provenance & Evidence