Water → HCID 18932301, compound

Participants

Reaction Steps

0.14 ml of triethylamine and 0.08 ml of ethyl chloroformate were added to a solution of 250 mg of 4-(benzothiazol-2-ylmethoxy)aniline [prepared as described in Example 3(b) above] in 5 ml of methylene chloride cooled in an ice-water bath, and the resulting mixture was then stirred for 1.5 hours. At the end of this time, water was added to the reaction mixture and the resulting mixture was extracted with methylene chloride. The resulting extract was washed with water and dried over anhydrous sodium sulfate. The solvent was then removed by evaporation under reduced pressure and the resulting residue was purified by column chromatography through silica gel using a 3:1 by volume mixture of hexane and ethyl acetate to give 284.8 mg (yield 88%) of the title compound as a solid having a melting point of 149°-150° C.

Provenance & Evidence