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.
Ghoneim, K., Essawi, M., El-Meligie, S., & Kamal, A. (2001). SYNTHESIS OF 4-SUBSTITUTED PYRIMIDO5,4-CCINNOLINE DERIVATIVES. Zagazig Journal of Pharmaceutical Sciences, 10(2), 36-42. doi: 10.21608/zjps.2001.181586
Ghoneim, K., Essawi, M., El-Meligie, S., Kamal, A. (2001). 'SYNTHESIS OF 4-SUBSTITUTED PYRIMIDO5,4-CCINNOLINE DERIVATIVES', Zagazig Journal of Pharmaceutical Sciences, 10(2), pp. 36-42. doi: 10.21608/zjps.2001.181586
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Ghoneim, K., Essawi, M., El-Meligie, S., Kamal, A. SYNTHESIS OF 4-SUBSTITUTED PYRIMIDO5,4-CCINNOLINE DERIVATIVES. Zagazig Journal of Pharmaceutical Sciences, 2001; 10(2): 36-42. doi: 10.21608/zjps.2001.181586
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