反应详情

To a room temperature suspension of 2-[(2,6-dichloro-3-methylphenyl)amino]-benzoic acid hydrazide (355.1 mg, 1.15 mmoles) in 6 ml of ethanol is added 2 ml of triethyl orthoformate followed by p-toluenesulfonic acid (20 mg, 0.11 mmoles). After stirring at room temperature overnight, the clear yellow solution is concentrated in vacuo. The residue is subjected to flash chromatography eluting with hexane:ethyl acetate (3:1). Subsequent recrystallization from ethanol yields 244.1 mg (67%) of 2,6-dichloro-3-methyl-N-[2-(1,3,4-oxadiazol-2-yl)phenyl]benzenamine, mp 180°-181° C.

1. concentrationthe clear yellow solution is concentrated in vacuo
2. washeluting with hexane:ethyl acetate (3:1)
3. customSubsequent recrystallization from ethanol