超声辐射合成桂皮酰基硫脲嘧啶衍生物  被引量:2

Syntheses of Cinnamoyl Thiourea Derivatives under Ultrasonic Irradiation

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作  者:薛思佳[1] 郭彦玲[1] 李景智[1] 

机构地区:[1]上海师范大学化学系,上海200234

出  处:《应用化学》2006年第12期1381-1384,共4页Chinese Journal of Applied Chemistry

基  金:上海市经委2004年重点科技攻关项目(沪创新-J-56)资助项目

摘  要:使用超声辐射及相转移催化剂,采用活性基团亚结构连接接法,由反式桂皮酸(即3-苯基烯丙酸)出发,经酰化、异硫氰酸酯化,与4,6-二取代嘧啶加成等多步反应制备了9种N-′(4,6-二取代嘧啶-2-基)-N-桂皮酰基硫脲(4a^4i),其结构经IR、1H NMR、元素分析测试技术得到确证。超声辐射合成目标化合物,优化了反应条件:以化合物4d为例,与传统加热反应法相比,超声辐射合成法使反应温度由90℃降低至60℃,结合相转移催化使反应的总收率由49%提高至70%,反应时间缩短3 h。并对目标化合物进行了初步的生物活性测试。Ultrasonic waves have been utilized in organic synthesis for their low reaction temperature and simple operation as compared with the conventional heating method. The use of ultrasonic irradiation in the presence of PTC for organic synthesis is well documented. Nine new N'-(4,6-disubstituted pyrimidin-2-yl)-N- cinnamoyl thioureas(4a- 4i) were synthesized under ultrasonic irradiation in the presence of PTC. The structures of all the novel target compounds were confirmed by means of IR, ^1H NMR and elemental analysis. The ultrasonic-irradiation and phase-transfer catalyst reduced the reaction temperature from 90 ℃ to 60 ℃, and the reaction time was shortened by 3 h, while, the reaction yield improved from 49% to 70%. The preliminary biological activity of the target compounds have been tested.

关 键 词:N'-(二取代嘧啶基)-N-桂皮酰基硫脲 超声辐射 相转移催化 合成 

分 类 号:O626.3[理学—有机化学]

 

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