2-Indolinethione

2-Indolinethione
Names
Other names
1,3-Dihydroindole-2-thione
Identifiers
Properties
C8H7NS
Molar mass 149.21 g·mol−1
Appearance white solid
Density 1.27 g/cm3
Melting point 44–45 °C (111–113 °F; 317–318 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Indolinethione is an organic compound with the formula C8H6(S)(NH). It is a derivative of dihydroindole containing a thione group. The compound is a tautomer of 2-mercaptoindole. A white solid, it is prepared by thiation of 2-oxindole.[1][2] 2-Indolinethione is a precursor to several natural products.[3]

References

  1. ^ Hino, Tohru; Tsuneoka, Kazuko; Nakagawa, Masako; Akaboshi, Sanya (1969). "Thiation of Oxindoles". Chemical and Pharmaceutical Bulletin. 17 (3): 550–558. doi:10.1248/cpb.17.550.
  2. ^ Bergman, Jan; Pettersson, Birgitta; Hasimbegovic, Vedran; Svensson, Per H. (2011). "Thionations Using a P4S10−Pyridine Complex in Solvents Such as Acetonitrile and Dimethyl Sulfone". The Journal of Organic Chemistry. 76 (6): 1546–1553. doi:10.1021/jo101865y. PMID 21341727.
  3. ^ Pedras, M. Soledade C.; Jha, Mukund (2005). "Concise Syntheses of the Cruciferous Phytoalexins Brassilexin, Sinalexin, Wasalexins, and Analogues: Expanding the Scope of the Vilsmeier Formylation". The Journal of Organic Chemistry. 70 (5): 1828–1834. doi:10.1021/jo0479866. PMID 15730307.


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