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1-(2,6-二异丙基苯基)-2-苯基-1H-咪唑的合成
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  • 英文篇名:Synthesis of 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole
  • 作者:周林波 ; 鲁萌萌 ; 邢磊 ; 陈国良
  • 英文作者:ZHOU Lin-bo;LU Meng-meng;XING Lei;CHEN Guo-liang;Key Laboratory of Structure-Based Drugs Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University;
  • 关键词:1-(2 ; 6-二异丙基苯基)-2-苯基-1H-咪唑 ; 2 ; 6-二异丙基苯胺 ; 苯甲酰氯
  • 英文关键词:1-(2,6-diisopropylphenyl)-2-phenyl-1H-imidazole;;2,6-diisopropyl aniline;;benzoyl chloride
  • 中文刊名:HNHG
  • 英文刊名:Fine Chemical Intermediates
  • 机构:沈阳药科大学基于靶点的药物设计与研究教育部重点实验室;
  • 出版日期:2015-08-28
  • 出版单位:精细化工中间体
  • 年:2015
  • 期:v.45;No.217
  • 语种:中文;
  • 页:HNHG201504023
  • 页数:3
  • CN:04
  • ISSN:43-1354/TQ
  • 分类号:66-68
摘要
以2,6-二异丙基苯胺为原料,与苯甲酰氯成酰胺,再经三氯氧磷氯代,氨基乙醛缩二乙醇亲核取代后,在磷酸作用下环合得到1-(2,6-二异丙基苯基)-2-苯基-1H-咪唑,4步反应的总收率为47.7%。目标化合物结构经ESI-MS、1H NMR确证。
        The target compound 1-(2,6-diisopropylphenyl)-2-phenyl-1H-imidazole was prepared in overall yield of 47.69% starting from 2,6-diisopropyl aniline via acylation by benzoyl chloride, chlorination by phosphorus oxychloride, nucleophilic substitution by aminoacetaldehyde diethyl acetal, and cyclization by phosphate. The structure of target compound was characterized by1 H NMR and ESI-MS.
引文
[1]Lange J H M,Kruse C G.Recent advances in CB1 cannabinoid receptor antagonists[J].Current Opinion in Drug Discovery&Development,2004,7(4):498-506.
    [2]Seo H J,Park E J,Kim M J,et al.Design and synthesis of novel arylpiperazine derivatives containing the imidazole core targeting5-HT 2A receptor and 5-HT transporter[J].Journal of Medicinal Chemistry,2011,54(18):6 305-6 318.
    [3]Khanna I K,Yu Y,Huff R M,et al.Selective cyclooxygenase-2inhibitors:heteroaryl modified 1,2-diarylimidazoles are potent,orally active antiinflammatory agents[J].Journal of Medicinal Chemistry,2000,43(16):3 168-3 185.
    [4]Jayabharathi J,Thanikachalam V,Srinivasan N,et al.Lightemitting materials from cyclometalated heteroleptic iridium(III)complexes—A physicochemical study[J].Spectrochimica Acta Part A Molecular&Biomolecular Spectroscopy,2012,87(4):119-125.
    [5]Micksch M,Tenne M,Strassner T.Synthesis of 1,2-diaryl-and 1-aryl-2-alkylimidazoles with sterically demanding substituents[J].European Journal of Organic Chemistry,2013,27:6 137-6 145.
    [6]Yutaro H.Organic electroluminescent element,display device and lighting device:EP,2677559A1[P].2013-12-25.
    [7]Wang S,Qian H,Yao W,et al.Synthesis of rare earth metal complexes incorporating amido and enolate mixed ligands:Characterization and reactivity[J].Polyhedron,2008,27(13):2 757-2 764.

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