Microwave-Assisted Synthesis of New Dihydropyrimidine Derivatives and Mechanism of the Reactions
Özet
5-benzoyl-4-aryl-6-phenyl-1,2,3,4-tetrahydro-2-thioxopyrimidines were synthesized via Biginelli cyclocondensation reaction. The diethyl 2-(4-aryl-5-benzoyl-6-phenyl-3,4-dihydropyrimidin-2(1H)-ylidene) malonates were prepared by the reaction of thioxopyrimidines with diethyl 2-bromomalonate in dioxane/pyridine (10/1 v:v) under microwave irradiation and conventional conditions. The reaction of diethyl 2-(5-benzoyl-4,6-phenyl-3,4-dihydropyrimidin-2(1H)ylidene) malonate with hydrazine hydrate and urea yielded the compounds of (E)-ethyl 2-(5-benzoyl-4,6-diphenyl-3,4-dihydropyrimidin-2(1H)-ylidene)-3-hydrazinyl-3-oxopropanoate and (E)-ethyl 2-(5-benzoyl-4,6-diphenyl-3,4dihydropyrimidin-2(1H)-ylidene)-3-oxo-3-ureidopropanoate, respectively. All of these new derivatives were characterized by analytical and spectroscopic studies. The structure of the diethyl 2-(5-benzoyl-4,6-diphenyl-3,4-dihydropyrimidin-2(1H)-lidene) malonate was identified by a single crystal X-ray diffraction analysis, and the reaction mechanism was also discussed.
Atıf için künye
Akbaş, E., Şahin, E., Yildiz, E., Anıl, B., & Akyazi, I. (2013). Microwave-Assisted Synthesis of New Dihydropyrimidine Derivatives and Mechanism of the Reactions. LETTERS IN ORGANIC CHEMISTRY, 10(9), 651–656. https://doi.org/10.2174/15701786113109990038
BibTeX
@article{akbas2013-66801,
author = {Akbaş, Esvet and Şahin, Ertan and Yildiz, Ela and Anıl, Barış and Akyazi, Inci},
title = {Microwave-Assisted Synthesis of New Dihydropyrimidine Derivatives and Mechanism of the Reactions},
journal = {LETTERS IN ORGANIC CHEMISTRY},
year = {2013},
volume = {10},
number = {9},
pages = {651--656},
issn = {1570-1786},
doi = {10.2174/15701786113109990038},
url = {https://akademik.atauni.edu.tr/yayinlar/66801-microwave-assisted-synthesis-of-new-dihydropyrimidine-derivatives-and-mechanism}
}