スルファニルアミド類のアニルおよびアシル誘導体の合成的研究(第1報) : スルフイソキサゾール,スルファジメトキシンのアシル誘導体について

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N4-Benzilidene-N1-(3, 4-dimethyl-5-isoxazolyl)sulfanilamide was obtained by the condensation of N1-(3, 4-dimethyl-5-isoxazolyl)sulf anilamide (1) (sulf isox azole) and benzaldehyde. This in toluene was acetylated with acetic anhydride for synthesis of N4-benzilidene-N1-acetyl-N1-(3, 4-dymethyl-5-isoxazolyl)sulf anilamide. This was hydrolyzed easily at room temperature and gave N1-acetyl-N1-(3, 4-dimethyl-5-isoxazolyl) sulf anilamide by the liberation of benzaldehyde. By a similar way, an attempt was made for synthesis of N1-acetyl substitunet of N1-(2, 6-dimethoxy-4-pyrimidinyl)-sulf anilamide (2) (sulf adimethoxine), but the separation of N4-benzilidene derivative of (2) was impossible. Therefore, acetylation of N4-(2-carboxybenzilidene) derivative of (2) was attempted but the acetylation of N1-position was impossible. In connection with this work, N4-acetyl and N1, N4-diacetyl substituents of (1), and N4-acetyl and N1, N4-diacetyl substituents of (2) were obtained. Succinylation of (1) and (2) gave N4-succinyl substituent only in each case.
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