Unexpected Reaction of Ethyl 4-(Chloromethyl)pyrazolo- [5,1-c][1,2,4]triazine-3-carboxylates with Thiourea and Its Mechanism

被引：0
作者：
I. V. Ledenyova
A. V. Falaleev
Kh. S. Shikhaliev
E. A. Ryzhkova
F. I. Zubkov
机构：
[1] Voronezh State University,
[2] Peoples’ Friendship University of Russia,undefined
来源：
Russian Journal of General Chemistry | 2018年 / 88卷
关键词：
ethyl 4-(chloromethyl)pyrazolo[5,1-; ][1,2,4]triazine-3-carboxylate; thiourea; ANRORC rearrangement; formylation;
D O I：
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摘要：
The reaction of ethyl 4-(chloromethyl)pyrazolo[5,1-c][1,2,4]triazine-3-carboxylates with thiourea in dimethylformamide involves ANRORC rearrangement (Addition of the Nucleophile, Ring Opening, and Ring Closure) followed by N-formylation to give N-{5-(4-oxo-8-phenyl-1,4-dihydropyrazolo[5,1-c][1,2,4]-triazin-3-yl)-1,3-triazol-2-yl}formamides whose structure was confirmed by X-ray analysis. The reaction mechanism has been studied by HPLC/MS.
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页码：73 / 79
页数：6
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