Tetrahydrofuran → HCID 21278841, compound

Participants

Reaction Steps

A mixture of 5-chloro-3-[(4-methyleneamino-1-piperazinyl)carbonylmethyl]-2-benzothiazolinone (5.09 g), sodium borohydride (284 mg), tetrahydrofuran (80 ml), and ethanol (70 ml) was stirred for 3 hours at room temperature. The reaction mixture was concentrated under reduced pressure and the residue obtained was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (20:1). The fractions containing the desired compoundwere combined and concentrated under reduced pressure. The white residue was dissolved in chloroform (5 ml), and 20% solution of hydrogen chloride in ethanol (1 ml) was added to the above solution. The white precipitates were filtered and recrystallized from a mixture of ethanol (10 ml) and water (2 ml) to give colorless crystals of 5-chloro-3-[(4-methylamino-1-piperazinyl)carbonylmethyl]-2-benzothiazolinone hydrochloride (0.5 g).

Provenance & Evidence