抄録
For the purpose of industrial application, some new synthetic methods of 3-sulfanilyl-6-alkoxypyridazine were examined and the reaction of 3-(p-acetamidophenylsulfonamido)-6-chloropyridazine with sodium alkoxide in the corresponding alcohol was found to produce 3-sulfanilyl-6-alkoxypyridazine and the corresponding alkyl ester of acetic acid in both excellent yields. To investigate the mechanisms of this reaction, 3-(p-acetamidophenylsulfonamido)-6-chloropyridazine, 3-(p-acetamidophenylsulfonamido)-6-methoxypyridazine and 3-sulfanilyl-6-chloropyridazine were reacted with sodium methoxide in methanol under various conditions, and estimated the percentages of deacetylation and methoxylation by determining the amount of ester and sodium acetate and chlorine ion. From these results, it was found that the deacetylation and the methoxylation proceeded simultaneously in this reaction of two points, and the objective compound 3-sulfanilyl-6-methoxypyridazine was produced in a good yield. Thus, this method was found available for the industrial production of 3-sulfanilyl-6-methoxypyridazine.
