Thiocarbamoylation of amine-containing compounds |
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| Authors: | Luu Van Boi H Al-Ebaisat |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation;(2) Department of Organic Chemistry, University of Moldova, 60 ul. A. Matveevicha, 277009 Kishinev, Moldova Republic |
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| Abstract: | Thiocarbamoylation of 5-aminosalicylic acid with tetramethylthiuram disulfide afforded 5-(N′,N′-dimethylthioureido)salicyclic acid. Treatment of the latter with mineral acids or Ac2O gave 5-isothiocyanatosalicylic acid whose reaction with ethanolamine yielded 5-N′-(2-hydroxyethyl)thioureido]salicylic acid. The latter underwent cyclization under the action of TsOH to form 5-(2-thiazolin-2-ylamino)salicylic
acid.
For Part 2, see Ref. 1.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2315–2318, December, 1999. |
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| Keywords: | tetramethylthiuram disulfide 5-aminosalicylic acid 5-(N′ N′ -dimethylthioureido)salicylic acid 5-isothiocyanatosalicylic acid 5-[N′ -(2-hydroxyethyl)thioureido]salicylic acid 5-(2-thiazolin-2-ylamino)salicylic acid |
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