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Synthesis 1988; 1988(9): 729-733
DOI: 10.1055/s-1988-27691
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Fused Thiazoles from 3-Amino-2-thioxo-2,3-dihydrothiazoles: Synthesis of Mesoionic Thiazolo[2,3-b]-1,3,4-thiadiazoles and 2,3-Dihydro-4H-thiazolo[2,3-b][1,3,4]thiadiazin-5-ium Derivatives

P. Molina* , A. Arques, M. D. Velasco, J. M. Villalgordo
  • *Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Murcia, E-30001 Murcia, Spain
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Publikationsdatum:
18. September 2002 (online)

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A number of mesoionic compounds 4 (5-phenylthiazolo [2,3-b]-1,3,4-thiadiazolium-2-arylaminides), derivatives of the thiazolo[2,3-b]-1,3,4-thiadiazole ring system, have been prepared from 3-amino-2-benzylthio-4-phenylthiazolium cation 2 and aryl isothiocyanates in the presence of triethylamine. Aldimine 5 reacts with phenacyl bromides under mild conditions to give 2,3-dihydro-4H-thiazolo [2,3-b][1,3,4]thiadiazin-5-ium bromides 7.