SYNTHESIS OF 4-SUBSTITUTED PYRIMIDO5,4-CCINNOLINE DERIVATIVES | ||
Zagazig Journal of Pharmaceutical Sciences | ||
Article 7, Volume 10, Issue 2, December 2001, Pages 36-42 PDF (2.61 M) | ||
Document Type: Original Article | ||
DOI: 10.21608/zjps.2001.181586 | ||
Authors | ||
Khadiga Ghoneim* ; Mohamed Essawi; Salwa El-Meligie; Aliaa Kamal | ||
Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Kasr-El-Ainy 11562, Cairo, Egypt. | ||
Abstract | ||
Reaction of 4-aminocinnoline-3-carboxamide or its 8-methyl derivative la,b with triethyl orthoformate and acetic anhydride gave rise to the corresponding pyrimido[5,4-c]cinnolin-3H-4-ones 2a-d. 2-Methylpyrimido derivatives 2c,d could also be obtained via ammonolysis of 2-methyl-1,3-oxazino5,4-ccinnolin-4-ones 4a,b. On the other hand, reaction of 1a,b with araldehydes afforded 2-arylpyrimidocinnolines 5a-e. Reacting compounds 2a-d with hydrazine and different amines produced the corresponding 4-substituted amino or hydrazino derivatives 7-9. This revealed the reactivity of the 4-position of 2 towards nucleophilic substitution. Attempts to cyclize 7a-d to triazolopyrimidocinnolines are discussed. | ||
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