Abstract
2, 2′-Diphenyl-, 2, 2′-dianilino-, and 2, 2′-bis (p-methylanilino)-4, 4′-bithiazole, and (4, 4′-bithiazole)-2, 2′-dithiol (I) were prepared by the reaction of 1, 4-dibromo-2, 3-butanedione respectively with thiobenzamide, 1-phenylthiourea, 1-p-tolylthiourea and ammonium dithiocarbamate. Oxidation of (I) in carbonate alkaline solution afforded dipotassium (4, 4′-bithiazole)-2, 2′-disulfonate.
(4, 4′-Bithiazole)-2, 2′-dicarboxaldehyde (II) was obtained by hydrolysis of (4, 4′-bithia-zole)-2, 2′-dimethanol benzoate, obtained by the reaction of 2-benzoyloxythioacetamide and 1, 4-dibromo-2, 3-butanedione, with ethanolic potassium hydroxide to the alcohol compound and its oxidation with chromic acid. By a similar process, 2, 2′-diacetyl-4, 4′-bithiazole (III) was prepared from 2-benzoyloxythiopropionamide and 2, 2′-dibenzoyl-4, 4′-bithiazole from 2-benzoyloxy-2-phenylthioacetamide.
The compound (II) was derived to 2-benzothiazolylhydrazone, oxime, and thiosemicarbazone, and also to the azomethine compounds of aniline, p-toluidine, p-anisidine, and N, N-dimethyl-p-phenylenediamine.
