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3-次苄基6-氟-硫色满酮与3-氨基-1,2,4-三氮唑的环缩合反应研究
引用本文:马正月a 闫国英b 祝士国a 杨更亮,a 罗都强a. 3-次苄基6-氟-硫色满酮与3-氨基-1,2,4-三氮唑的环缩合反应研究[J]. 中国化学, 2009, 27(5): 987-992. DOI: 10.1002/cjoc.200990168
作者姓名:马正月a 闫国英b 祝士国a 杨更亮  a 罗都强a
作者单位:(a河北省药物质量研究重点实验室 河北大学药学院 保定 071002) ;(b 河北大学物理科学与技术学院 保定 071002) ;
摘    要:本文考察了溶剂、温度、反应时间和7-芳基等对3-次苄基6-氟-硫色满酮与3-氨基-1,2,4-三氮唑的环缩合反应的影响。实验结果表明在环缩合反应中同时生成了并四环的二氢嘧啶和嘧啶。而且高温时,并四环二氢嘧啶可以在没有脱氢剂的条件下直接脱氢生成嘧啶。文中合成的化合物结构经氢核磁共振谱、质谱、元素分析和X-射线单晶衍射确证。并对同时生成并四环二氢嘧啶和嘧啶的环缩合反应的机理进行了探讨。

关 键 词:环缩合反应   硫色烯并[4  3-d][1  2  4]三氮唑并[1  5-a]嘧啶   a  b-不饱和酮   3-氨基-1  2  4-三氮唑
收稿时间:2008-10-08
修稿时间:2008-12-04

Cyclocondensation Reations of 3‐Amino‐1,2,4‐triazole with 3‐(Benzylidene)‐6‐fluoro‐thiochroman‐4‐ones to Tetracyclically Fused Dihydropyrimidines and Pyrimidines
Zhengyue MA,Guoying YAN,Shiguo ZHU,Gengliang YANG,Duqiang LUO. Cyclocondensation Reations of 3‐Amino‐1,2,4‐triazole with 3‐(Benzylidene)‐6‐fluoro‐thiochroman‐4‐ones to Tetracyclically Fused Dihydropyrimidines and Pyrimidines[J]. Chinese Journal of Chemistry, 2009, 27(5): 987-992. DOI: 10.1002/cjoc.200990168
Authors:Zhengyue MA  Guoying YAN  Shiguo ZHU  Gengliang YANG  Duqiang LUO
Affiliation:1. Key Laboratory for Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding, Hebei 071002, China;2. College of Physics Sciences and Technology, Hebei University, Baoding, Hebei 071002, China;3. Tel.: 0086‐0312‐5079788;4. Fax: 0086‐0312‐5971107
Abstract:The effects of reaction temperature, solvents, reaction time and 7‐aryl on the cyclocondensation reactions of 3‐amino‐1,2,4‐triazole with 3‐(benzylidene)‐6‐fluorothiochroman‐4‐ones were studied. The experimental results show that except tetracyclic fused dihydropyrimidines and pyrimidines were produced simultaneously in the cyclocondensation reactions, the dihydropyrimidines could be directly converted into pyrimidines without any dehydrogenizing reagent under high temperature. The structures of the new synthesized compounds were confirmed by 1H NMR, MS spectra, elemental analysis, and X‐ray single crystallography. The cyclocondensation mechanism for producing the tetracyclically fused dihydropyrimidines and pyrimidines was discussed.
Keywords:cyclocondensation  thiochromeno[4,3‐d][1,2,4]triazolo[1,5‐a]pyrimidine  α,β‐unsaturated ketone  3‐amino‐1,2,4‐triazole
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