Synthesis of 2-hydrazino- and 2-amino-1,3,4-thiadiazines containing polyhydric phenol residues in the 5 position

2-Hydrazino-1,3,4-thiadiazines containing polyhydric phenol residues in the 5 position were obtained by reaction of 3,4-dihydroxy-, 2,5-dihydroxy-, and 2,3,4-trihydroxyphenacyl -halides with thiocarbohydrazide. 2-Amino-1,3,4-thiadiazines were obtained by reaction of 3,4-dihydroxy-and 2,5-dihydroxyphenacyl -halides with thiosemicarbazide in acidic and alcoholic media. In contrast to the dihydroxy derivatives, 2,3,4-trihydroxyphenacyl halide forms a 2-amino derivative only in strongly acidic media, whereas the isomeric thiazole compound with a hydrazine group in the 2 position of the thiazole ring is formed in alcoholic media.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1051–1055, August, 1976.