1-<(carboethoxy)-methyl>-5-phenyl-1H-1,2,3-triazole | 51720-16-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-<(carboethoxy)-methyl>-5-phenyl-1H-1,2,3-triazole
• 英文别名: 1-carbethoxymethyl-5-phenyl-1H-1,2,3-triazole；ethyl 2-(5-phenyl-1H-1,2,3-triazol-1-yl)acetate；1-Aethoxycarbonylmethyl-5-phenyl-1,2,3-triazol；(5-phenyl-[1,2,3]triazol-1-yl)-acetic acid ethyl ester；Ethyl 2-(5-phenyltriazol-1-yl)acetate；ethyl 2-(5-phenyltriazol-1-yl)acetate
• CAS: 51720-16-2
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: RUFXAGCQIGZSNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-<(carboethoxy)-methyl>-5-phenyl-1H-1,2,3-triazole 在 盐酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 以89%的产率得到1-carboxymethyl-5-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Biagi; Livi; da Settimo, Farmaco, Edizione Scientifica, 1985, vol. 40, # 2, p. 73 - 85

  摘要：

  DOI：
• 作为产物：
  描述：

  叠氮乙酸乙酯 、 β-硝基苯乙烯 以 neat (no solvent) 为溶剂， 反应 12.0h， 以40%的产率得到1-<(carboethoxy)-methyl>-5-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  A tunable route to oxidative and eliminative [3+2] cycloadditions of organic azides with nitroolefins: CuO nanoparticles catalyzed synthesis of 1,2,3-triazoles under solvent-free condition

  摘要：

  A regioselective and tunable synthesis of 1,5-disubstituted 1,2,3-triazloles from oxidative and eliminative [3+2] cycloadditions of nitroolefins and organic azides under solvent-free condition in the presence and absence of commercially available CuO nanoparticle catalyst is described. In the presence of the catalyst under solvent-free condition, nitro group is retained in the product while it gets eliminated in the absence of the catalyst. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.06.004

文献信息

• A general route to 1,5-disubstituted 1,2,3-triazoles with alkyl/alkyl, alkyl/aryl, aryl/aryl combinations: a metal-free, regioselective, one-pot three component approach
  作者：Santu Dey、Tanmaya Pathak

  DOI：10.1039/c3ra47062h

  日期：——

  An experimentally simple one-pot reaction, affording 1,5-disubstituted 1H-1,2,3-triazoles in good to excellent yields by combining vinyl sulfones, sodium azide and alkyl bromides, -tosylates, -mesylates or aryl amines, -iodides is reported. The organic azides, generated in situ react with vinyl sulfones in a regioselective fashion in the absence of metal ions. Unlike many of the recently reported strategies, this method is capable of generating alkyl/alkyl, alkyl/aryl and aryl/aryl containing 1,5-disubstituted 1,2,3-triazoles under simple reaction conditions.

  本报告介绍了一种实验简单的一锅反应，通过将乙烯基砜、叠氮化钠和烷基溴化物、-对甲苯磺酸盐、-甲磺酸盐或芳基胺、-碘化物结合在一起，可以得到 1,5-二取代的 1H-1,2,3-三唑，收率从良好到极佳。在没有金属离子的情况下，原位生成的有机叠氮化物以区域选择性的方式与乙烯基砜发生反应。与最近报道的许多策略不同，这种方法能够在简单的反应条件下生成烷基/烷基、烷基/芳基和芳基/芳基的 1,5 二甲基 1,2,3 三唑。
• Biagi; Giorgi; Livi, Bollettino Chimico Farmaceutico, 1998, vol. 137, # 9, p. 350 - 356
  作者：Biagi、Giorgi、Livi、Scartoni、Martinotti、Calderone

  DOI：——

  日期：——
• A tunable route to oxidative and eliminative [3+2] cycloadditions of organic azides with nitroolefins: CuO nanoparticles catalyzed synthesis of 1,2,3-triazoles under solvent-free condition
  作者：D. Gangaprasad、J. Paul Raj、T. Kiranmye、R. Sasikala、K. Karthikeyan、S. Kutti Rani、J. Elangovan

  DOI：10.1016/j.tetlet.2016.06.004

  日期：2016.7

  A regioselective and tunable synthesis of 1,5-disubstituted 1,2,3-triazloles from oxidative and eliminative [3+2] cycloadditions of nitroolefins and organic azides under solvent-free condition in the presence and absence of commercially available CuO nanoparticle catalyst is described. In the presence of the catalyst under solvent-free condition, nitro group is retained in the product while it gets eliminated in the absence of the catalyst. (C) 2016 Elsevier Ltd. All rights reserved.
• Biagi; Livi; da Settimo, Farmaco, Edizione Scientifica, 1985, vol. 40, # 2, p. 73 - 85
  作者：Biagi、Livi、da Settimo、Lucacchini、Mazzoni、Barili

  DOI：——

  日期：——