Ammonia → 6487-98-5

Participants

Reaction Steps

Dry hydrogen chloride was passed into a mixture of 3-methoxyphenylacetonitrile (19.7 g.) and dry ethanol (6.8 g., 7.8 ml.) until a weight increase of 5 g. was obtained. The mixture was allowed to stand at room temperature for 3 days and the solid mass was broken up and treated portionwise, with vigorous shaking and occasional cooling, with a saturated solution of ammonia in dry ethanol. Addition was continued until a smell of ammonia persisted. The mixture was allowed to stand at room temperature for 2 days and then warmed and filtered to remove a small amount of ammonium chloride. The filtrate was diluted with ether and the crystalline precipitate was removed and recrystallised from a mixture of ethanol and ether to give pure 3-methoxy-phenylacetamidine hydrochloride, m.p. 142°-144°.

Provenance & Evidence