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- Title
Vicarious nucleophilic amination of nitroquinolines with 4-amino-1,2,4-triazole.
- Authors
Szpakiewicz, Barbara; Grzegożek, Maria
- Abstract
3-, 5-, 6-, 7- and 8-Nitroquinolines react with 4-amino-1,2,4-triazole in basic medium (potassium tert-butoxide-dimethyl sulfoxide) giving amino products of the vicarious nucleophilic substitution (VNS) of hydrogen, predominantly at ortho position to the nitro group, except 8-nitroquinoline, which reacts at para position. Additionally, furazano[3,4-f]- and furazano[3,4-h]quinoline were obtained in the case of 5- and 8- nitroquinoline, respectively. 2-Nitroquinoline was aminated to 2-quinolino(1,2,4-triazol-4-yl)amine in these conditions.
- Subjects
NITROQUINOLINE oxide; NUCLEOPHILIC reactions; CHEMICAL reactions; TRIAZOLES; QUINOLINE
- Publication
Canadian Journal of Chemistry, 2008, Vol 86, Issue 7, p682
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/v08-051