Tert-Butyl nitrite → 7-Bromo-5-iodo-1,2,3-benzothiadiazole

Participants

Reaction Steps

To a solution of 7-bromo-5-iodo-1,2,3-benzothiadiazol-4-amine (95 mg, 0.267 mmol) in THF (6 mL) was added tert-butyl nitrite (0.127 mL, 1.067 mmol) at RT, and the reaction was stirred for 30 min. The solution was adsorbed onto silica gel and purified by ISCO chromatography (1% EtOAc:heptane) to afford 55 mg (60%) of the title compound as a brown solid. 1H NMR (400 MHz, CDCl3): δ 8.09 (d, J=1.0 Hz, 1 H), 8.94 (d, J=1.3 Hz, 1 H).

Provenance & Evidence