Thionyl Chloride → 4-Iodo-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide

Participants

Reaction Steps

A mixture of 4-iodo-3-nitrobenzoic acid (0.286 g, 0.976 mmol) and thionyl chloride (5 ml) was heated under reflux for 3 h. The reaction mixture was cooled to room temperature and the excess reagent and solvent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section using the crude acid chloride, 2-(4-aminophenyl)-6-methoxybenzothiazole (0.25 g, 0.976 mmol) and Hunig's base (0.151 g, 1.17 mmol) in dry THF (10 ml) to give the title compound (0.403 g, 78%) as a yellow solid after work-up.

Provenance & Evidence