Studies on Sulfenamides. IV. Oxidation of 4'-, 3'-, and 2'-Substituted 2-Nitrobenzenesulfenanilides with Lead Dioxide

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概要

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• The oxidation of 4'-, 3'-, and 2'-substituted 2-nitrobenzenesulfenanilides (4'-Br (3e), 4'-CO_2Et (3f), 4'-COMe (3g), 4'-OEt (3h), 4'-NO_2 (3i), 4'-SO_2NH_2 (3j), 3'-Me (4b), 2'-OMe (5a), 2'-Me (5b)) with lead dioxide was carried out in acetonitrile containing 1% CF_3COOH and 1% (CF_3CO)_2O. The oxidation of 3e, 3f, 3g, 3h, 3i, and 4b gave the corresponding 2,7-disubstituted phenazines (2e-i and 2b), whereas that of 3j, 5a, and 5b did not. N-(2-Nitrophenylthio) acetamide (6) was obtained on the oxidation of 3e-j, 4b, 5a, and 5b. 2,2'-Dinitrodiphenyl disulfide (7) was obtained from 3f, 3g, 3h, 3j, and 5a. The oxidation of 5b gave a small amount of N-(2-nitrophenylthio)-2'-methyl-p-benzoquinoneimine (8b), whereas that of 5a gave a mixture of N-(2-nitrophenylthio)-2'-methoxy-, p- and o-benzoquinoneimines (8a and 8a').

• 公益社団法人日本薬学会の論文
• 1979-10-25

著者

• 森 浩一

  Faculty of Pharmaceutical Sciences, Kobe-Gakuin University

• 佐用 博照

  Faculty of Pharmaceutical Sciences, Kobe-Gakuin University

• 森 浩一

  Faculty Of Pharmaceutical Sciences Kobe-gakuin University

• 道田 隆

  Faculty Of Pharmaceutical Sciences Osaka University

• 道田 隆

  Faculty Of Pharmaceutical Sciences Kobe-gakuin University

• 佐用 博照

  Faculty Of Pharmaceutical Sciences Kobe-gakuin University

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