Comparative studies for selective deprotection of the N-arylideneamino moiety from heterocyclic amides:: kinetic and theoretical studies.: Part 2

被引:9
作者
Al-Awadi, Nouria A. [1 ]
Ibrahim, Yehia A. [1 ]
Dib, Hicham H. [1 ]
Ibrahim, Maher R. [1 ]
George, Boby J. [1 ]
Abdallah, Mariam R. [1 ]
机构
[1] Kuwait Univ, Dept Chem, Safat 13060, Kuwait
关键词
arylideneamino; pyrolysis; kinetics; reaction mechanism;
D O I
10.1016/j.tet.2006.04.054
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Benzylideneamino-1,2,4-triazine-3,5(2H,4H)-diones (2-5), 6-styryl-1,2,4-triazine-3,5(2H,4H)-dione (6), and 6-styryl-2,3-dihydro-3-thioxo- 1,2,4-triazin-5(4H)-one (7) were synthesized and pyrolyzed in the gas phase. The kinetic effect of changing the substituent on the triazine ring from hydrogen to methyl, phenyl, and styryl was measured. Analyses of the pyrolyzates of 2-5 showed the elimination products to be benzonitrile and the triazine fragment, while the pyrolyzates of 6 and 7 reveal the formation of cis- and trans-cinnamonitriles. Theoretical study of the pyrolysis reactions of 2-5 using an ab initio SCF method was investigated. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6214 / 6221
页数:8
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