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Synthesis and Spectroscopic Study of Some New Pyrano[2, 3- C] Pyrazol- 6- ones | ||
| Al-Mustansiriyah Journal of Science | ||
| Article 1, Volume 17, Issue 2, 2006, Pages 40-49 | ||
| Author | ||
| Redha I.Al-Bayati | ||
| Abstract | ||
| In this work 1- phenyl- 3- methyl- 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (1) was prepared from the reaction of 1- phenyl- 3- methylpyrazol- 6- one with ethyl β- methoxy(2E) butenoate in absolute ethanol in the presence of Amberlyst- 15, then converted to the 5- chloro- 3, 4- dimethyl- 1- phenyl- 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (2) upon treatment of 3, 4- dimethyl- 1- phenyl- 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (1) with sodium hypochlorite which upon refluxing with secondary amines in dimethylformamide yielded the corresponding 5- (N, Ndisubstitutedamino)- 3, 4- dimethyl- 1- phenyl- 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (3-7). Moreover, refluxing the compound (2) with hydrazine hydrate in dry benzene resulted in 5- hydrazo- 3, 4- dimethyl- 1- phenyl- 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (8). The azomethines (9- 19) were prepared from the corresponding aryl aldehydes and ketones and hydrazine compound (8). IR, UV and (CHN) analysis data provide information about the structures of the products. | ||
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