Reactions of N-methyl-N-nitrosotoluene-P-sulfonamide (MNTS) with 3,6-dibromocarbazole and its corresponding nitranion

Reactions of N-methyl-N-nitrosotoluene-P-sulfonamide (MNTS) with 3,6-dibromocarbazole and its... Reaction of N-methyl-N-nitrosotoluene-p-sulfonamide (MNTS, 1) with 3,6-dibromocarbazole (2) in dry acetonitrile gave N-methyl-p-toluenesulfonamide (4) and N-nitroso-3,6-dibromocarbazole (5), whereas with the corresponding nitranion (3) gave N-(p-toluenesulfonyl)-3,6-dibromocarbazole (6). The results are rationalized in terms of direct nucleophilic substitution mechanism occurring on respective sites. The effects of solvents and added metal ions are also discussed. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Reactions of N-methyl-N-nitrosotoluene-P-sulfonamide (MNTS) with 3,6-dibromocarbazole and its corresponding nitranion

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Publisher
Springer Netherlands
Copyright
Copyright © 2000 by Springer
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1163/156856700X00624
Publisher site
See Article on Publisher Site

Abstract

Reaction of N-methyl-N-nitrosotoluene-p-sulfonamide (MNTS, 1) with 3,6-dibromocarbazole (2) in dry acetonitrile gave N-methyl-p-toluenesulfonamide (4) and N-nitroso-3,6-dibromocarbazole (5), whereas with the corresponding nitranion (3) gave N-(p-toluenesulfonyl)-3,6-dibromocarbazole (6). The results are rationalized in terms of direct nucleophilic substitution mechanism occurring on respective sites. The effects of solvents and added metal ions are also discussed.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jul 7, 2009

References

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