Acetic Acid → HCID 12873977, compound

Participants

Reaction Steps

To a stirred mixture of 4 parts of imidazo[2,1-b]benzothiazol-6-amine and 30 parts of acetic acid are added 1.6 parts of 2-propanone. After stirring for 10 minutes at room temperature, 0.6 parts of sodium borohydride are added portionwise at 20° C. (cooling is necessary). Upon completion, stirring is continued for 10 minutes. The reaction mixture is poured onto water and the whole is alkalized to pH 7-8 with ammonium hydroxide. The product is extracted with trichloromethane. The extract is washed with water, dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume), saturated with ammonia, as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 2.5 parts (54%) of 2,3-dihydro-N-(1-methylethyl)imidazo[2,1-b]benzothiazol-6-amine; mp. 128.2° C.

Provenance & Evidence