Hydrochloric Acid → HCID 135830963, compound

Participants

Reaction Steps

5-Methoxy-2-(4-methoxy-phenyl)-benzothiazole-7-carbonitrile (0.04 g, 0.135 mmol) was suspended in boron tribromide (1M in methylene chloride, 5.0 mL) and stirred at room temp under nitrogen for 48 hr. Reaction was poured into aqueous hydrochloric acid (1M) and extracted with ethyl acetate. Ethyl acetate extracts were washed with: 1) hydrochloric acid (1.0M), 2) saturated NaHCO3, 3) saturated brine and concentrated in vacuo. This material was further purified by chromatography on silica yielding the title compound (14 mg, 39%) as a tan solid. Mass spec: MH+=296 5-Methoxy-2-(4-hydroxy-phenyl)-benzothiazole-7-carbonitrile (7 mg, 18%) was also obtained as a white solid from this chromatography. The starting 7-Cyano-5-Methoxy-2-(4-methoxy-phenyl)-benzothiazole was prepared as follows:

Provenance & Evidence