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Synthesis of New Pyrano[2, 3- C] Pyrazol- 6- ones | ||
| Al-Mustansiriyah Journal of Science | ||
| Article 1, Volume 17, Issue 4, 2006, Pages 29-37 | ||
| Author | ||
| Redha I.Al-Bayati | ||
| Abstract | ||
| Reaction of 5- chloro- 3, 4- dimethyl- 1- phenyl- 3- methyl- 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (2) with acetylenic alcohols namely propargyl and 3- hexynyl alcohols gave the corresponding acetylenic ethers (3-4) which underwent Mannich reactions to give Mannich bases (5-8). On other hand, treatment of compound (2) with 2- mercaptoacetic acid gave the 5- (thioacetic acid)- 3, 4- dimethyl- 1- phenyl-3- methyl 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (9), which upon refluxing with thionyl chloride yielded the corresponding 5- (thioacetyl chloride)- 3, 4- dimethyl- 1- phenyl- 3- methyl 1H, 6H pyrano [2, 3- C] pyrazol- 6- one (10). Heating of compound (10) with propyl, benzyl and ethyl alcohols in dry benzene for 7 hrs. affored the corresponding esters (11- 13) respectively. The chemical structure of all synthesized compounds was confirmed on the basis of their some spectral data (IR, UV spectroscopy) and their elemental analysis. | ||
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