Benzofurazan N-oxides as synthetic precursors. Part 3. Acid-catalysed cyclisation of NN-dialkyl-N′-(o-nitrophenyl)hydrazines
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 478-483
- https://doi.org/10.1039/p19770000478
Abstract
Acid-catalysed cyclisation of the title hydrazines with constant-boiling hydrochloric acid or hot polyphosphoric acid causes cyclisation in three ways: (a) by the most common pathway, to give N-(alkylamino)benzimidazoles (4); (b) to give benzotriazoles (5) and their N-oxides (5a); and (c) to give 2-alkyl-1,2,4-benzotriazinium-6-olates (6). These synthetically useful reactions have been rationalised mechanistically and their scope and limitations examined.Keywords
This publication has 0 references indexed in Scilit: