Cu-CATALYZED "ON-WATER" REARRANGEMENT OF 2- AMINOBENZOTHIAZOLES TO PHENOTHIAZINES. REACTIONS OF SUBSTITUTED 2-AMINOTHIAZOLES AND 2-AMINO-3-BENZYLBENZOTHIAZOL- 3-IUM BROMIDE WITH 1,2-DIBROMOBENZENES AND TETRACHLOROETHYLENE

Novel “on-water” catalytic system (1-bromo-2-iodobenzene, CuI (10 mol.%) / proline (20 mol %) / Adogen 464 (methyltrialkylammonium chloride) (100 mg) / KOH / H2O) for the rearrangement of 2-aminobenzothiazoles to phenothiazines was developed. It have been found that substituted 2-aminothiazoles and 2-amino-3-benzylbenzothiazol-3-ium bromide in the presence of 1,2-dibromobenzenes or tetrachloroethylene undergo rearrangement to 1,4benzothiazines.