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2-Aminothiophenol
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C6H4SH(NH2).png 188 2-Aminobenzene-1-thiol 2-Aminobenzenethiol o-Amino-benzenethiol 1-Amino-2-mercaptobenzene 2-Amino-1-mercaptobenzene 2-Mercaptoaniline o-Aminobenzenethiol o-Aminothiophenol o-Mercaptoaniline 137-07-5 correct CAS correct FDA KIT82KOK2Z 8713 21111815 c1ccc(c(c1)N)S 205-277-3 1/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2 VRVRGVPWCUEOGV-UHFFFAOYAG 1S/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2 VRVRGVPWCUEOGV-UHFFFAOYSA-N 6 7 1 1 Colorless (impure samples are colored) 1.200 g/cm3 26 234 low
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. 10.1080/00397918008064218 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).
References
Category:2-Aminophenyl compounds
Category:Thiols