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Original Articles

REAKTIONEN VON THIOXOVRBINDUNGEN MIT N-CHLORAMIDEN VI.1 THIOCHINOLONE, DIHYDROIHIAZOLTHIONE UND DIHYDROISOTHIAZOLTHIONE MIT NATRIUM-N-CHLORBENZOLSULFONAMIDEN

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Pages 203-220 | Received 02 Jul 1995, Accepted 05 Sep 1995, Published online: 24 Sep 2006
 

Abstract

Reactions of sodium N-chlorobenzenesulfonamides (1a–1e) with N-alkylthioxo-dihyderivates of the following heterocycles (A) have been studied: quinoline, isoquinoline, thiazole, isothiazole, benzothiazole, 1,2-benzisothiazole, 2,1-benzisothiazole, 1,2-benzisothiazole 1,1-dioxide. Reaction products are N-arylsulfonyl-S-(dihydroheteroarylidene)sulfimides (B), N,N'-bis(arylsulfonyl)heteroareniumsulfinamidinates (C) and N-(dihydroheteroarylidene)arensulfonamides (D). Oxidation of some sulfimides (B) gives N-(arylsulfonyl)heteroareniumsulfonamidates (E). The situation of bonding is discussed for B–E.

Reaktionen von Natrium-N-chlorbenzolsulfonamiden (1a–1e) mit N-Alkylthioxo-dihydroderivaten folgender Heterocyclen (A) sind untersucht worden: Chinolin, Isochinolin, Thiazol, Isothiazol, Benzothiazol, 1,2-Benzisothiazol, 2,1-Benzisothiazol, 1,2-Benzisothiazol-1,1-dioxid. Reaktionsprodukte sind N-Arylsulfonyl-S-(dihydroheteroaryliden)sulfimide (B), N,N'-Bis(arylsulfonyl)heteroareniumsulfinamidinate (C) und N-(Dihydroheteroaryliden)arensulfonamide (D). Die Oxidation einiger Sulfimide (B) führt zu N-(Arylsulfonyl)heteroareniumsulfonamidaten (E). Für B–E werden die Bindungsverhältnisse diskutiert.

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