含窒素環化合物の合成 (第56報)

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Bromine addition products of benzothiazole were prepared by the application of bromine to N-(p-methoxyphenyl)-thiourea and N-(p-methoxy(ethoxy)-phenyl)-N'-mono(di)methylthiourea. These addition products were treated with sulfurous acid to yield 7-bromobenzothiazole derivatives. Bromination of 2-amino-6-methoxy-7-bromobenzothiazole here obtained gives 4, 7-dibromo derivative which can also be obtained by the application of (CNS)₂ to 2, 5-dibromo-4-methoxyaniline. 2-Amino-4-bromo- and 2-amino-5-bromo-6-methoxybenzothiazoles were obtained by the application of bromine to N-(2, 6-dibromo-4-methoxyphenyl)-thiourea and N-(3-bromo-4-methoxyphenyl)-thiourea. 2-Amino-5-bromo-6-methoxybenzothiazole can also be obtained by the application of (CNS)₂ on 3-bromo-4-methoxyaniline. Treatment of N-(p-methoxyphenyl)-N′-mono(di)methhyltiourea with sulfuryl chloride gives 2-mono(di)methyl-amino-6-methoxybenzothiazole.