Gas-phase elimination reactions of 4-arylideneimino-1,2,4-triazol-3(2H)-ones and their 3(2H)-thione analogues

被引：16
|
作者：
Al-Awadi, N [1 ]
Ibrahim, Y [1 ]
Kaul, K [1 ]
Dib, H [1 ]
机构：
[1] Kuwait Univ, Dept Chem, Safat 13060, Kuwait
来源：
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2001年 / 14卷 / 08期
关键词：
arylideneiminotriazolones; arylidenetriazolethiones; gas-phase elimination;
D O I：
10.1002/poc.383
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
4-Arylideneimino- 1,2,4-triazol-3(2H)-ones (1-4) and their thio analogues (5-8) were pyrolysed in the gas phase. The reactions were homogeneous and free from catalytic and radical pathways. Analysis of the pyrolysate showed the elimination products to be substituted benzonitriles and the corresponding 3-hydroxy- 1,2.4-triazoles and their thio analogues. The kinetic results and product analysis lend support to a reaction pathway involving a six-membered transition state. At 500 K. the thiooxotriazoles 5-8 were found to be 10(3)-fold more reactive than the corresponding oxotriazoles 1-4. The reactivities of the 2-oxotriazoles were compared with those of the substituted 2-oxopyridine-3-carbonitriles. Copyright (C) 2001 John Wiley & Sons, Ltd.
引用
收藏
页码：521 / 525
页数：5
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