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Regioselective alkylation of 1H-7-ethoxycarbonyl-6-methyl-3-phenyl-pyrazolo[5,1-c][1,2,4]triazole and 1H-6-methyl-3-phenyl-pyrazolo[5,1-c][1,2,4]triazole
Authors:Valentin Badea  Maria D. ?ofei  Vasile N. Bercean
Affiliation:a ‘Politehnica’ University Timi?oara, Faculty of Industrial Chemistry and Environment Engineering, Carol Telbisz 6, RO-300006 Timi?oara, Romania
b ‘Babe?-Bolyai’ University Cluj-Napoca, Faculty of Chemistry and Chemical Engineering, Arany Janos 11, RO-400028 Cluj-Napoca, Romania
Abstract:Alkylation of 1H-6-methyl-3-phenyl-pyrazolo[5,1-c][1,2,4]triazole and 1H-7-ethoxycarbonyl-6-methyl-3-phenyl-pyrazolo[5,1-c][1,2,4]triazole using different alkylating agents leads regioselectively to 1-N-alkylated products. The hydrolysis-decarboxylation of 1,6-dimethyl-7-ethoxycarbonyl-pyrazolo[5,1-c][1,2,4]triazole yields a compound identical with that obtained by the direct methylation of 1H-6-methyl-3-phenyl-pyrazolo[5,1-c][1,2,4]triazole. The 1-N-alkylation is confirmed by NMR spectroscopy and mass spectrometry.
Keywords:Pyrazolo[5,1-c][1,2,4]triazoles   N-Alkylation   Hydrolysis-decarboxylation
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