Hydrochloric Acid → 5-(trifluoromethyl)-1,3-benzothiazole-2-thiol

Participants

Reaction Steps

In analogy to the procedure of Chaudhuri, N. Synth. Commun. 1996, 26, 20, 3783, O-ethylxanthic acid, potassium salt (Lancaster, 7.5 g, 46.9 mmol) was added to a solution of 2-bromo-5-trifluoromethylphenylamine (Aldrich, 5.0 g, 20.8 mmol) in N,N-dimethylformamide (DMF, 30 mL). The mixture was heated to reflux for 4 hours. After cooling to room temperature, the mixture was poured into ice water and acidified with 2N HCl. The solid product was collected by filtration. Recrystallization from CHCl3/Hexanes gave 239 (4.5 g, 92%) as a white solid.

Provenance & Evidence