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1,2,4,5-Tetrahydro-3,2,4-benzothiadiazepin-3,3-dioxide und 1,2,3,5,6,7-Hexahydro-4,3,5-benzothiadiazonin-4,4-dioxide

1.2.4.5-tetrahydro-3.2.4-benzothiadiazepine-3.3-dioxides and 1.2.3.5.6.7-hexahydro-4.3.5-benzothiadiazonine-4.4-dioxides. (Cyclic and bicyclic sulfamides IV)

Zwei neue heterocyclische Ringsysteme (Cyclische und bicyclische Sulfamide, 4. Mitt.)

  • Organische Chemie und Biochemie
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Abstract

1.2.4.5-Tetrahydro-3.2.4-benzothiadiazepine-3.3-dioxide (3a) (1 a) was prepared both by treating o-xylylene dibromide with sulfamide and by reaction of o-xylylene diamine (1 c) with SO2Cl2 or sulfamide.

4-Chloro-o-xylylene-diamine (2 c) and 1.2-bis(β-aminoethyl)benzene (8), resp., yield 7-chloro-1.2.4.5-tetrahydro-3.2.4-benzothiadiazepine-3.3-dioxide (4 a) and 1.2.3.5.6.7-hexahydro-4.3.5-benzothiadiazonine-4.4-dioxide (9), resp., on treatment with sulfamide.

3 a, 4 a, and9 yield the corresponding N,N′-dialkyl derivatives on treatment of their Na-salts with alkyl halides. Several dialkyl derivatives of3 a were prepared also by reaction of1 a with N,N′-dialkyl sulfamides.

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Knollmüller, M. 1,2,4,5-Tetrahydro-3,2,4-benzothiadiazepin-3,3-dioxide und 1,2,3,5,6,7-Hexahydro-4,3,5-benzothiadiazonin-4,4-dioxide. Monatshefte für Chemie 105, 114–122 (1974). https://doi.org/10.1007/BF00911294

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  • DOI: https://doi.org/10.1007/BF00911294

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