4-amino pirazol türevi bileşiklerin sentezi ve yapılarının aydınlatılması
Synthesis and structure eludication of 4-aminopyrazole derivatives
- Tez No: 124103
- Danışmanlar: PROF.DR. SEVİM ROLLAS
- Tez Türü: Yüksek Lisans
- Konular: Eczacılık ve Farmakoloji, Pharmacy and Pharmacology
- Anahtar Kelimeler: Belirtilmemiş.
- Yıl: 2003
- Dil: Türkçe
- Üniversite: Marmara Üniversitesi
- Enstitü: Sağlık Bilimleri Enstitüsü
- Ana Bilim Dalı: Farmasötik Kimya Ana Bilim Dalı
- Bilim Dalı: Belirtilmemiş.
- Sayfa Sayısı: 59
Özet
l.OZET Nitro, azo etilenik grup içeren bileşikler çeşitli katalizörler varlığında hidrazin hidratla redükenmektedir. Daha önceki araştırmalarımızda azo bileşikerinin hidrazin hidratla redaksiyonu 50-60 °C'de, etanollü ortamda katalizörsûz olarak yürütülmüştü. Amacımız oluşan aminleri daha önce uygulanan yöntemden daha yüksek verimle kazanmaktır. Bu çalışmada dokuz farklı 3,5-dimetil-4-aminopirazol türevi bileşik sentezlenmiş ve azo grupları etanollü ortamda minumum miktarda hidrazin hidrat kullanılarak oda temperatüründe redüklenmiştir. 4-Amino-3,5
Özet (Çeviri)
2. SUMMARY SYNTHESIS AND STRUCTURE ELUCIDATION OF 4-AMINOPYRAZOLE DERIVATIVES Nitro, azo and ethylenic functional group containing compounds were reduced with hydrazine hydrate in the presence of several catalyst In our previous paper, the reduction of azo compounds with hydrazine hydrate was carried out without catalyst at 50-60 °C in ethanolic medium. Our aim was to obtain amines in higher yields compare to our aim was our applied method in the previous study. In this study nine different 3,5-dimethyl-4-azopyrazole derivatives were synthesized and their azo groups were reduced using minimum quantity of hydrazine hydrate at room temperature in ethanolic medium. 4-Amino-3,5-dimethylpyrazole was obtained by reductive cleavege of 4^henylazo)-3,5-dimethylpyrazole in the highest yield. As a result of the reduction of azo pyrazoles bearing carbamoil, 2-hydroxyethyl and 4-methylphenylsulfonyl groups in the first position of pyrazole ring, 4-amino-3,5- dimethylpyrazole was also obtained. The reduction of original compound 4- (carbetoxyphenylazo)-3,5-dimethyl-l-(2-acetoxyethyl)pyrazole yielded benzocain, 4- amino-3,5-dimethylpyrazole and 4-amino-3,5-dimethyl-l-(2-acetoxyethyl) pyrazole as a mixture. The structure of and 4-amino-3,5-dimethyl-l-(2-acetoxyethyl)pyrazole was elucidated by UV, IR and NMR spectroscopic methods. As a result of study, the reduction of azo compounds with hydrazine hydrate was investigated and it was found mat the procedure was relevant for the synthesis of amines.
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