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Synthesis 1987; 1987(10): 949-951
DOI: 10.1055/s-1987-28137
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Formylation Products of Thioamides; Part 16:1 Synthesis of 2-(2-Amino-1-phenylethenyl)thiazoles by Amine-Exchange Reactions or by New Ring Transformations of Pyrimidin-4(1H)-thiones

Alexander Knoll* , Jürgen Liebscher
  • *Sektion Chemie, Humboldt-Universität zu Berlin, Hessische Str. 1-2, DDR-1040 Berlin, German Democratic Republic
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Publication Date:
12 September 2002 (online)

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Substituted 2-(2-amino-1-phenylethenyl)- and 2-(2-hydroxy-1-phenylethenyl)thiazoles react with primary amines by amine-exchange and condensation, respectively, to give 2-(2-amino-1-phenylethenyl)thiazoles 5, bearing monosubstituted amino groups. The same compounds can be synthesized by a new ring transformation of pyrimidin-4(1H)-thiones, achieved by their reaction with methyl halides substituted with electron withdrawing groups in the presence of a base.