Acid-mediated cycloalkylation of C-aminoazoles with 2,5-dimethylhexane-2,5-diol |
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Authors: | Sergei V Voitekhovich Alexander S Lyakhov Ludmila S Ivashkevich Pavel N Gaponik |
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Institution: | Research Institute for Physical Chemical Problems, Belarusian State University, Leningradskaya 14, Minsk 220030, Belarus |
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Abstract: | Alkylation of 5-aminotetrazole with 2,5-dimethylhexane-2,5-diol in perchloric acid was found to proceed on an endocyclic nitrogen atom as well as on the amino group, giving 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-4H-tetrazolo1,5-a]1,3]diazepine. Under analogous conditions, 3-amino-1,2,4-triazole undergoes cycloalkylation of the neighboring N1 and N2 atoms of the heterocycle resulting in 1-amino-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-1,2,4]triazolo1,2-a]pyridazinium perchlorate. The crystal structures of the products were determined by single crystal X-ray analysis. |
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