2-Aminothiophenol is an organosulfur compound with the formula C6H4(SH)(NH2). It is a colorless oily solid, although impure samples can be deeply colored. It is soluble in organic solvents and in basic water. 2-Aminothiophenol is a precursor to benzothiazoles, some of which are bioactive or are commercial dyes. Isomers of aminothiophenols include 3-aminothiophenol and 4-aminothiophenol.
2-Aminothiophenol can prepared in two steps, starting with the reaction of aniline with carbon disulfide followed by hydrolysis of the resulting mercaptobenzothiazole.Chedekel, Miles R.; Sharp, Dale E.; Jeffery, Gary A. "Synthesis of o-Aminothiophenols" Synthetic Communications 1980, volume 10, pp. 167-73. It can also obtained by zinc reduction of 2-nitrobenzenesulfonyl chloride.
Applications 2-Aminothiophenol is used in the synthesis of the following list of agents: DDD-016 BTM 1086 Thioproperazine Cinanserin 1-Azaphenothiazine [261-96-1] (finds use in synthesis of Pipazethate, Prothipendyl, Cloxypendyl, Oxypendyl, & Isothipendyl).
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