Bazı N-substitue amidoksimler ve 3,4- disubstitue A2-1,2,4-oksadiazolin-5-on'ların sentezi
Başlık çevirisi mevcut değil.
- Tez No: 4230
- Danışmanlar: DOÇ. DR. HİKMET AĞIRBAŞ
- Tez Türü: Yüksek Lisans
- Konular: Kimya, Chemistry
- Anahtar Kelimeler: Belirtilmemiş.
- Yıl: 1988
- Dil: Türkçe
- Üniversite: Karadeniz Teknik Üniversitesi
- Enstitü: Fen Bilimleri Enstitüsü
- Ana Bilim Dalı: Kimya Ana Bilim Dalı
- Bilim Dalı: Belirtilmemiş.
- Sayfa Sayısı: Belirtilmemiş.
Özet
Asethidroksamik asit klorürün benzilaminle reaksiyonundan N-benzil- asetamidoksim ©İde edildi. N-benzilasetamidoksimin etil kloroformatla reaksiyonundan 3-metil-4-benzil- A -1, 2, 4- oksadiazolin-5-on bileşiği elde edildi. Bu reaksiyonda yan ürün olarak N-benzilasetamidoksim hid- roklorürü ele geçti. Piridin hidroksamik asit klorür hidroklorürlerinin primer aminler le reaksiyonundan N-substitue piridin karboksamidoksimler elde edildi. N"substitüe piridin karboksamidoksimlerin etil kloroformatla reaksiyo- nundan 3-piridil-4-substitue- A -1, 2, 4-oksadiazolin-5-onlar leldd edildi.
Özet (Çeviri)
The reaction of aliphatic aldehyde oximes with chlorine gives aliphatic hydroxamic acid chlorides. The reaction of pyridine aldehyde oximes with chlorine also gives pyridine hydroxamic acid chlorides. N-Substituted amidoximes are obtained from the reaction of hydroxamic acid chlorides with primary amines.,N- Alky 1 amidoximes react with ethyl chloroformate in chloroform or benzene and give 3,44dialkyl- A -1, 2,4- oxadiazolin-5-one. N-Alkyl pyridine carboxamide oximes are obtained from the reactions of pyridine hydroxamic acid chloride hydrochlorides with primary amines. The reaction of N-alkyl pyridine carboxamide oximes with ethyl chloroformate in chloroform or in benzene also gives 3-pyridyl-4- alky 1- A - 1» 2, 4- oxadiazolin-5-ones. In our work, first acetaldehyde oxime and acethydroxamic“'Jdcid chloride were prepared. The reaction of acethydroxamic acid chloride with benzylamine gave N-benzyl-acetamidoxime. This compound was treated 2 with ethyl chloroformate in toluene and gave 3-methyl-4-benzyl- A 1 > 2, 4-oxadiazolin-5-one. The structure of this compound was determined ' yby”3 its ir, nmr and micro analysis. At the second stage of our work, we reacted pyridine hydroxamic acid chloride hydrochlorides with primary amines and i' aöbfediiied' ';_. i N-substituted pyridine carboxamide oximes. The substituents were n-propyl, n-butyl, phenyl and benzyl. At the last stage of our work, we reacted some of 'these: new N-substituted pyridine carboxamide. oximes with ethyl chloroformate to investigate the occurrence of cyclization reaction. When the; reaction was run in toluene at the boiling point it proceeded slowly and gave a mixture of O-carbethoxy-N-substituted ;:." iriyridlne carboxamide oximes and cyclization product. However, in xylene the reaction was completed and gave pure yields of cyclization products: 2 l 3-pyridyl-4-alkyl (or aryl)- A +1» 2, 4-oxadiazolin-5-ones.
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