Yeni 2-amino-3-siyanopiridin türevlerinin sentezi ve bazı tepkimelerinin incelenmesi
Synthesis of new 2-amino-3-cyanopyridine derivatives and investigation of some reactions
Yazar: SELÇUK AYVAZ
Danışman: DOÇ. ALİYE ALTUNDAŞ
Gazi Üniversitesi / Fen Bilimleri Enstitüsü / Kimya Ana Bilim Dalı
Derece: Yüksek Lisans, 2010
Konu: Kimya = Chemistry

Özet:
Bu çalışmada 2-amino-3-siyanopiridin türevleri sentezlendi ve bazı tepkimeleri incelendi. İlk aşamada farklı arilidenmalononitril türevleri elde edildi, ikinci aşamada bu bileşikler kullanılarak 2-amino-3-siyanopiridin türevlerinin sentezi gerçekleştirildi.Son aşamada 2-amino-6,7,8,9-tetrahidro-4-(5-metilfuran-2-il)-5H-siklohepta [b]piridin-3-karbonitrilin formamid ile reaksiyonu sonucu 5-(5 metilfuran-2-il)-6H-sikloheptapirido[2,3-d]pirimidin-4-amin sentezlendi. 2-Amino-6,7-dihidro-4-(5-metil furan-2-il)-5H-siklo penta[b]piridin-3-karbonitril, 2-amino-5,6,7,8-tetrahidro-4-(5-metilfuran-2-il)kinolin-3-karbonitril, 2-amino-6,7,8,9-tetrahidro -4-(5-metilfuran-2-il)-5H-siklohepta[b]piridin-3-karbonitril, 2-amino-6,8-dihidro-4-(5-metilfuran-2-il)-5H-pirano[3,4-b]piridin-3-karbonitril, 2-amino- 6,7,8,9-tetrahidro-4-(1-metil-1H-pirol-2-il)-5H-siklohepta[b]piridin-3- karbonitril, 2-amino-6,8-dihidro-4-(5-metiltiyofen-2-il)-5H-pirano[3,4-b]piridin -3-karbonitrilin asetil klorür ile reaksiyonu sonucu bu bileşiklerin asetamid türevleri elde edildi.Sentezlenen bileşiklerin yapısı spektroskopik yöntemler kullanılarak aydınlatıldı. 2-Amino-(5-metilfuran-2-il)piridin-3-karbonitril, 2-amino-(3-metil tiyofen-2-il)piridin-3-karbonitril ve 2-amino-(5-metiltiyofen-2-il)piridin-3-karbonitrilin siklopentan, siklohekzan ve sikloheptan türevlerinin biyolojik aktivite çalışması yaptırılmıştır.

Abstract:
In this study 2-amino-3-cyanopyridine derivatives were synthesized and some reactions were investigated. In the first stage, different arylidenemalononitrile derivatives were synthesized, in the second stage, 2-amino-3-cyanopyridine derivatives were obtained by using arylidenemalononitrile derivatives.In the last stage, 5-(5-methylfuran-2-yl)-6H-cycloheptapyrido[2,3-d]pyrimidine-4-amine synthesized by reaction of 2-amino-6,7,8,9-tetrahydro-4-(5-methylfuran-2-yl)-5H-cyclohepta[b]pyridine-3-carbonitrile with formamide. And acetamid derivatives obtained by reaction of 2-amino-6,7-dihydro-4-(5-methylfuran-2-yl)-5H-cyclopenta[b]pyridine-3-carbonitrile, 2-amino-5,6,7,8-tetrahydro-4-(5-methylfuran-2-yl)quinolin-3-carbonitrile, 2-amino-6,7,8,9-tetrahydro-4-(5-methylfuran-2-yl)-5H-cyclohepta[b]pyridine-3-carbonitrile, 2-amino-6,8-dihydro-4-(5-methylfuran-2-yl)-5H-pyrano[3,4-b]pyridine-3-carbonitrile, 2-amino-6,7,8,9-tetrahydro-4-(1-methyl-1H-pyrrol-2-yl)-5H-cyclo hepta[b]pyridine-3-carbonitrile, 2-amino-6,8-dihydro-4-(5-methyl thiophene-2-yl)-5H-pyrano[3,4-b]pyridine-3-carbonitrile with acetyl chloride.The structures of the obtained compounds were determined by the spectroscopic methods. Furthermore 2-amino-(5-methylfuran-2-yl)pyridine-3-carbonitril, 2-amino-(3-methylthiophene-2-yl)pyridine-3-carbonitrile and 2-amino-(5-methylthiophene-2-yl)pyridine-3-carbonitrile derivatives with cyclopentane, cyclohexane, cycloheptane were evaulated as a antimicrobial agent.