Synthesis of some Novel Pyrazolo and Triazolo Quinolines from Coumarin Compounds | ||
| Rafidain Journal of Science | ||
| Article 10, Volume 23, Issue 3, April 2012, Pages 108-116 PDF (0 K) | ||
| DOI: 10.33899/rjs.2012.44400 | ||
| Authors | ||
| Shymaa S. Shawkat; Adnan O. Omar | ||
| Abstract | ||
| Coumarin and its furo derivatives (psoralene and isopsoralene) are used as precursor for preparation of heterocyclic compounds. The 4-methyl-7-mthoxycoumarin, psoralene and substituted isopsoralene (II, III and IV) which are derived from 4-methyl-7-hydroxycoumarin (I), when reacted with hydrazine hydrate through nucleophilic substitution reaction under basic condition give N-amino-2-quinolone and its furo derivatives (1,5 and 9) in good yields. Reaction of these compounds (1,5 and 9) with methyl acetoacetate, ethyl acetoimidate or thiosemicarbazide, a new heterocyclic compounds will be formed pyrazolo-quinoline and it is furo derivatives (2,6 and 10); 1,2,4-triazolo-quinoline and its furo derivatives (3,7 and 11) and 1,2,4- triazolo-quinoline-2-thione (4,8 and 12) respectively. The assigned structure of the prepared compounds were elucidated by the available physical and spectral methods IR, UV and 1H-NMR. | ||
| Keywords | ||
| coumarin derivative; amino; quinolone; pyrazolo and triazolo quinoline | ||
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