Potansiyel Biyolojik Aktif Bazı Yeni Benzensülfonamid Yapısı Taşıyan Pirazol Türevlerinin Sentezleri

Year 2021, , 1408 - 1419, 01.06.2021

Çetin Bayrak

https://doi.org/10.21597/jist.843369

Abstract

Bu makalede, 4-metil-2,3-difenil-2,3-dihidro-1H-pirazol ve 4-(4-metil-5-fenil-2,5-dihidro-1H-pirazol-1-il)benzensulfonamid türevi bileşikler α,β-doymamış aldehit bileşiklerinin fenilhidrazin hidrat veya 4-sülfamoil fenil hidrazin hidrojen klorür ile tepkimelerinden elde edildi. Bu reaksiyonların takibinde bileşiklerin aromatlaştırma tepkimeleri 2,3-dikloro-5,6-disiyano-1,4-benzokinon (DDQ) ile yapıldı. Son olarak bileşik 4-(4-metil-5-(3,4,5-trimetoksifenil)-1H-pirazol-1-il)benzensulfonamidin SO2NH2 grubu Et3N varlığında propiyonik anhidrit ile SO2NHCOEt grubuna dönüştürüldü. Sentezlenen bileşiklerin yapıları 1H-NMR, 13C-NMR ve HRMS analiz yöntemleri ile karakterize edildi.

Keywords

Pirazol, Biyolojik aktif, Celecoxib, α,β-doymamış aldehit

Thanks

Bu çalışma Atatürk Üniversitesi Fen Fakültesi Kimya Bölümünde gerçekleştirilmiştir. Katkılarından dolayı Kimya bölümüne teşekkürlerimi sunarım.

Syntheses of Potential Bioactive Some New Pyrazole Derivatives Having Benzenesulfonamide Moiety

Abstract

In this article, 4-methyl-2,3-diphenyl-2,3-dihydro-1H-pyrazole and 4-(4-methyl-5-phenyl-2,5-dihydro-1H-pyrazole-1-yl) benzenesulfonamide derivatives were synthesized from the reactions of α, β-unsaturated aldehydes with phenylhydrazine hydrate and 4-sulfamoylphenylhydrazine hydrogen chloride, respectively. Following these reactions, aromatization of the compounds were achieved with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). Finally, SO2NH2 group of compound 4-(4-methyl-5-(3,4,5-trimethoxyphenyl) -1H-pyrazol-1-yl) benzenesulfonamidine was converted to the SO2NHCOEt group with propionic anhydride in the presence of Et3N. The structures of the synthesized compounds were characterized by 1H-NMR, 13C-NMR, and HRMS analysis.

Keywords

Celecoxib, Pyrazole, Biologically active, α, β-unsaturated aldehyde

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