Syntheses Based on 4-Chloro-1-[3,5-di(trifluoromethyl)phenyl]-, 4-Chloro-1-(2,4-difluorophenyl)-5-formyl-3-methyl-6,7-dihydroindazoles,and 4-Chloro-5-formyl-3-methyl-1-(2-pyridyl)-6,7-dihydroindazoles |
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Authors: | I Strakova A Strakovs M Petrova |
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Institution: | (1) Riga Technical University, Riga, LV-1658, Latvia |
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Abstract: | Vilsmeier formylation of 1-3,5-di(trifluoromethyl)phenyl]- and 1-(2,4-difluorophenyl)-3-methyl-4-oxo-4,5,6,7-tetrahydroindazoles gave the corresponding 1-aryl-4-chloro-5-formyl-3-methyl-6,7-dihydroindazoles. Reaction of the latter with amidines, o-phenylenediamine, hydrazine, or hydroxylamine gave a series of 1-aryl-3-methyl-6,6-dihydroindazoles annelated at positions 4 and 5. The reaction of 4-chloro-5-formyl-3-methyl-1-(2-pyridyl)-6,7-dihydroindazole with substituted anilines gave 5-arylaminomethylene-4-oxo- or 5-arylaminomethylene-4-arylimino-3-methyl-1-(2-pyridyl)-4,5,6,7-tetrahydroindazoles depending on the molar ratio of reagents and the nucleophilicity of the amines.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 740–750, May, 2005. |
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Keywords: | β -arylaminovinyl ketones β -arylaminovinylarylimines 4 5-dihydro-7H-benzo[b]indazolo-[4 5-e]diazepines 4 5-dihydro-1H-pyrazolo[3 4-e]indazoles 3 8-substituted 4 5-dihydropyrazolo[5 4-h]-quinazolines β -chlorovinylaldehydes |
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