1956 年 76 巻 12 号 p. 1362-1364
Because of the interest of changes in antibacterial power that might appear in the compounds formed by introduction of a second substituent, besides the hydroxyl group in the ortho-position of the benzene ring in 2-salicylidenehydrazono-4-thiazol-idone (I) and its 5-methyl derivative as compared to the original compound, compounds listed below were prepared and antibacterial tests with tubercle bacilli were carried out on these compounds. The compounds prepared were those possessing bromine atom in the positions meta and para to the hydroxyl group in the benzene ring, nitro group in the ortho, meta, and para positions, and another hydroxyl in the meta position. In vitro tests with tubercle bacilli showed that, even if the hydroxyl group was present in the orignal ortho position, the concurrent presence of another substituent resulted in the decrease of antibacterial power, as compared to the original (I), irrespective of the kind or position of the newly introduced substituent.
The syntheses of these test materials were effected by boiling a mixture of respective thiosemicarbazone with a slight excess of ethyl chloroacetate or α-bromo-propionate, in the presence of sodium acetate in ethanol.