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Egyptian Journal of Chemistry. 2007; 50 (5): 667-681
in English | IMEMR | ID: emr-112266

ABSTRACT

New 1-phenyl -3- [N-Substitutcd indol- 3-yl] [1H] pyrazolc -4-carboxaldehydes 4a-c were synthesized in 80-85% yield via Vilsmeier - Haack reaction cyclization of N-substitutcd -3- acetyl indole phenyl hydrazones using 2.5 equivalent ratio of phosphrous oxychloride and dimethyl formamide. Reaction of compounds 4a-c with urea, thiourea and different compounds, namely ethyl acetoacetate, acetyl acetone and ethyl cyanoacctatc gave the corresponding pyrimidinc-2-one and pyrimidine-2-thionc derivatives 5a,b-13a,b. Moreover, condensation of compounds 4a-c with active methylene groups of different compounds, namely malononitrile, ethyl cyanoacetate and 2-cyanoacetohydrazide under different conditions led to the formation of pyridine derivatives 15a,b,c-21a,b


Subject(s)
Heterocyclic Compounds, 1-Ring/chemistry
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