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Acid Catalyzed tert-Butylation and Tritylation of 4-Nitro-1,2,3-triazole: Selective Synthesis of 1-Methyl-5-nitro-1,2,3-triazole via 1- tert-Butyl-4-nitro-1,2,3-triazole.
- Source :
-
Journal of Heterocyclic Chemistry . Jul2012, Vol. 49 Issue 4, p965-968. 4p. 4 Diagrams, 1 Chart. - Publication Year :
- 2012
-
Abstract
- 4-Nitro-1,2,3-triazole was found to react with tert-butanol in concentrated sulfuric acid to yield 1- tert-butyl-4-nitro-1,2,3-triazole as the only reaction product, whereas tert-butylation and tritylation of 4-nitro-1,2,3-triazole in presence of catalytic amount of sulfuric acid in benzene was found to provide mixtures of isomeric 1- and 2-alkyl-4-nitro-1,2,3-triazoles with predominance of N2-alkylated products. A new methodology for preparation of 1-alkyl-5-nitro-1,2,3-triazoles from 1- tert-butyl-4-nitro-1,2,3-triazole via exhaustive alkylation followed by removal of tert-butyl group from intermediate triazolium salts was demonstrated by the example of preparation of 1-methyl-5-nitro-1,2,3-triazole. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 0022152X
- Volume :
- 49
- Issue :
- 4
- Database :
- Academic Search Index
- Journal :
- Journal of Heterocyclic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 79823656
- Full Text :
- https://doi.org/10.1002/jhet.933