Dimethyl Sulfoxide → HCID 19977108, compound

Participants

Reaction Steps

The crude 3-bromo-5-(1-methyltetrazol-5-yl)benzo[b]thiophene (0.504 g) was reacted with 97.7 mg (1.99 mmol) of sodium cyanide in 1.5 ml of DMSO at 100° C. for 2 h. After cooling, the reaction mixture was poured into water (25 ml) and extracted with dichloromethane (6×50 ml). The combined extracts were dried (Na2SO4) and evaporated in vacuo to leave 0.37 g. Chromatography on flash silica, eluting with 30-60% ethyl acetate/petroleum ether yielded 28.0 mg (4%) of the title product. δ (CDCl3) 4.00 (2H, s), 4.23 (3H, s), 7.63 (1H, s), 7.73 (1H, dd), 8.08 (1H, d), 8.15 (1H, d).

Provenance & Evidence