Message Board

Respected readers, authors and reviewers, you can add comments to this page on any questions about the contribution, review,        editing and publication of this journal. We will give you an answer as soon as possible. Thank you for your support!

Name
E-mail
Phone
Title
Content
Verification Code

GUO Yao, CHEN Ying, YU Zong-Min, YUAN Wen-Lin, WANG Xiao-Yan, HE Bang-Ping, SUN Qing-Yan. Environmentally synthesis of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 29-30,77.
Citation: GUO Yao, CHEN Ying, YU Zong-Min, YUAN Wen-Lin, WANG Xiao-Yan, HE Bang-Ping, SUN Qing-Yan. Environmentally synthesis of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 29-30,77.

Environmentally synthesis of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one

  • Received Date: 2010-05-25
  • Rev Recd Date: 2010-06-10
  • Objective To explore an easily-controled, environmentally benign synthetic method of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one. Methods 4-phenyl-5-ethoxy-carbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one was synthesized from benzaldehyde, ethyl acetoacetate and urea through the Biginelli reaction catalysed by two different ionic liquid (1-butyl-3-methylimidazolium chloride and 1-butyl-3-methylimidazolium (L)-lactate) under microwave irradiation without a solvent respectively. Results Both ionic liquid catalysts could catalyse Biginelli reaction to get the title compound under microwave irradiation without a solvent. Compared with 1-butyl-3-methylimidazolium chloride, 1-butyl-3-methylimidazolium (L)-lactate was a better catalyst to get a more satisfied yield of the title compound. Conclusion Microwave accelerated solvent-free Biginelli reaction using green ionic liquid of 1-butyl-3-methylimidazolium (L)-lactate as catalyst was a convenient and environmentally benign synthetic method of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one.
  • [1] Dennis R , Edilson VB, Gabriela SR, et al. Multicomponent synthesis of 3,4-dihydropyrimidin-2-(1H)-ones with a Cu/silica xerogel composite catalyst[J]. Letters in Organic Chemistry , 2007 , 4 ( 1 ) :39.
    [2] Christophe L, Jean J, Vanden E, et al. Ionic liquid phase organic synthesis (IoLiPOS) methodology applied to the preparation of new 3,4-dihydropyrimidine-2(1H)-ones bearing bioisostere group in N-3 position[J]. Tetrahedron , 2008 , 64 ( 22 ) :5328.
    [3] 彭家建,邓友全. 室温离子液体催化 "一锅法"合成3,4 -二氢嘧啶-2-酮[J]. 有机化学 , 2002 , 1 ( 22 ) : 71.
    [4] 邵国强. 离子液体中微波促进的Biginelli缩合反应[J]. 合成化学 , 2004 , 12 ( 4 ) :325.
    [5] Toma NG, Heather T, Oliver K, et al. Integration of high speed microwave chemistry and a statistical 'design of experiment' approach for the synthesis of the mitotic kinesin Eg5 inhibitor monastrol[J]. Tetrahedron , 2008 , 64 ( 9 ) :2035.
    [6] Swatlosk RP, Holbrey JD, Rogers RD, et al. Ionic liquids are not always green: hydrolysis of l-butyl-3-methylimidazolium hexafluorophosphate[J]. Green Chem , 2003 , 5:361.
    [7] 李 明, 郭维斯, 文丽荣, 等. 新型无毒离子液体催化"一锅煮"合成3,4-二氢嘧啶2-(1H)-酮[J]. 有机化学 , 2005 , 25 ( 9 ) :1062.
    [8] 王伟超, 吴林波, 李伯耿, 等. 1-烷基-3-甲基咪唑-L-乳酸盐的合成及其物理性质[J]. 应用化学 , 2007 , 24 ( 4 ) :378.
    [9] 李长多, 张学俊. 1,3-二烷基咪唑类离子液体的合成研究[J]. 化工中间体 , 2008 , 11:63.
    [10] Abdelmadjid D, Mouna A, Ali B, et al. A one-pot Biginelli synthesis of 3,4-dihydro-pyrimidin-2-(1H)-ones/thiones catalyzed by triphenylphosphine as Lewis base[J]. Tetrahedron Letters , 2008 , 49 ( 42 ) :6119.
  • 加载中
通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索

Article Metrics

Article views(2358) PDF downloads(107) Cited by()

Related
Proportional views

Environmentally synthesis of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one

Abstract: Objective To explore an easily-controled, environmentally benign synthetic method of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one. Methods 4-phenyl-5-ethoxy-carbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one was synthesized from benzaldehyde, ethyl acetoacetate and urea through the Biginelli reaction catalysed by two different ionic liquid (1-butyl-3-methylimidazolium chloride and 1-butyl-3-methylimidazolium (L)-lactate) under microwave irradiation without a solvent respectively. Results Both ionic liquid catalysts could catalyse Biginelli reaction to get the title compound under microwave irradiation without a solvent. Compared with 1-butyl-3-methylimidazolium chloride, 1-butyl-3-methylimidazolium (L)-lactate was a better catalyst to get a more satisfied yield of the title compound. Conclusion Microwave accelerated solvent-free Biginelli reaction using green ionic liquid of 1-butyl-3-methylimidazolium (L)-lactate as catalyst was a convenient and environmentally benign synthetic method of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one.

GUO Yao, CHEN Ying, YU Zong-Min, YUAN Wen-Lin, WANG Xiao-Yan, HE Bang-Ping, SUN Qing-Yan. Environmentally synthesis of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 29-30,77.
Citation: GUO Yao, CHEN Ying, YU Zong-Min, YUAN Wen-Lin, WANG Xiao-Yan, HE Bang-Ping, SUN Qing-Yan. Environmentally synthesis of 4-phenyl-5-ethoxycarbonyl-6-methyl-3,4-dihydropirimidine-2(1H)-one[J]. Journal of Pharmaceutical Practice and Service, 2011, 29(1): 29-30,77.
Reference (10)

Catalog

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return