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Paper | Regular issue | Vol 26, No. 5, 1987, pp.1323-1332
Published online, 1st January, 1970
DOI: 10.3987/R-1987-05-1323
■ Fused Thiazoles from 3-Amino-thiazoline-2-thiones: Synthesis of Pyrazolo[5,1-b]thiazole and Thiazolo[2,3-b]-1,3,4-thiadiazine Derivatives

Pedro Molina, Antonio Arques, Maria de los Desamparados Velasco, and José Manuel Villalgordo

*Departmento de Química Orgánica, Facultad de Ciencias, Universidad de Murcia, 30071 Murcia, Spain

Abstract

Two approaches for the preparation of a number of pyrazolo[5,1-b]-blthiazoles are reported. The first involves reaction of 3-amino-4-phenyl-thiazoline-2 -thione 1 with phenacyl bromides to give thiazolo[2,3-b]-1,3,4-thiadiazines 2 which by action of triethylamine are converted into the pyrazolo[5,1-b]thiazoles 4. The second is based on the reaction of 3-amino-2-methylthio-4-phenylthiazolium cation 5 with activated acetonitriles to give 7-substituted 6-amino-3-phenylpyrazolo[ 5,1-b]thiazoles 7.