Regioselective addtion of 5-amino-3-benzylthio-1,2,4-triazole and its analogues with aryl isocyanates
โ Scribed by Rong-Jian Lu; Bao-Ying Qian; Hai-Yan Deng; Hua-Zheng Yang
- Book ID
- 102097568
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 380 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0256-7660
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โฆ Synopsis
The orientation of the addition of 5 -a m i n ~~b e n c y l t h i o -l , 2 , e t r i ~l e and ita analogues (pyr-le) (1) with the aryl ir0cylrnat.s can be directed by controlling the reaction temperrtun and one of the product, bamino-l-srylsminocarbonyl-3-bentylthi~l,2,~triesole (pynmle) (a), can rearrange at 17OOC to another product, 5-arylursylena3.be~lt~o-l,2,.4-trireole (pyresole) (S). A plausible mechanbm exphatbn for thh rearrangement resction wa8 presented. It wan rugge~ted that the rearrangement reaction could be rrlvted,to the thermodynamia tramposition leading to the predominant 5 a r y l u n y k n c -3 -b e n c y l t ~l , 2 , . 4 -t r i ~~ energy preferentially.
๐ SIMILAR VOLUMES
The synthesis of a series of 2-aryl-2H, 4H-imidazo[4,5-d][1,2,3]triazoles is reported. These compounds are obtained in moderate to good yield by reaction of triethyl N-1-ethyl-2-methyl-4-nitro-1H-imidazol-5yl phosphoramidate with aryl isocyanates.
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