SYNTHESIS AND SELECTED REACTION OF 9 - (2- CYANOETHYL) -1- OXA- 9 - AZA –TRICYCLO [4.2.1.02,8 ] NONAN- 3 - ONE - 6 - CARBONITRILE | ||||
Zagazig Journal of Pharmaceutical Sciences | ||||
Article 11, Volume 4, Issue 2, December 1995, Page 62-66 PDF (2.86 MB) | ||||
Document Type: Original Article | ||||
DOI: 10.21608/zjps.1995.185629 | ||||
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Authors | ||||
Samia El-Abbady 1; Samia Agamai2 | ||||
1Departments of Chemistry, University College for Girls and Faculty of Engineering , Ain Shams University, Cairo, Egypt. | ||||
2Department of chemistry, University college for Girls, Ain Shams University, Heliopolis, Cairo, Egypt. | ||||
Abstract | ||||
Oxirination of the activated 3,4 -olefinic double bond of 8-(2-cyanoethyl) -8-azabicyclo[ 3.2.1] oct -3-en-2-one -6- carbonitrile (1) with basic hydrogen peroxide afforded 9-(2-cyanethyl)-1-oxa-9-azatricyclo 4.2.1.04,0 nonan-3-one-6-carbonitrile (2). Ring opening of the oxirane ring in (2) has been investigated, using 10% sodium hydroxide, acetic acid, and phenylhydrazine to give (4), (7) and (8) respectively. Structural and configurational assignments were deduced from IR, 'HNMR, UV and mass spectral evidence. | ||||
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