2-Aminothiophenol → Benzo(d)thiazol-2-amine

Participants

Reaction Steps

If the desired 2-amino benzenethiol 8-scheme 3 is not commercially available it can be synthesized by reaction of the phenyl aniline with the thiocyanate anion in the presence of an oxidant(like bromine) to produce the 2-amino benzthiazole 7-scheme 3. This thiazole can then be hydrolyzed to the desired 2-amino benzenethiol 8-scheme 3 with a strong base like NaOH in a protic solvent (i.e., EtOH). ##STR15## a) TBSCl, imid, DMF b)i) ClCXCl, NaHCO3, ii) PhNH2 c) Et3 N.HF, CH3CN

Provenance & Evidence