5-amino-1-(3-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester | 28924-56-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-1-(3-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 5-amino-1-(3-fluorophenyl)triazole-4-carboxylate
• CAS: 28924-56-3
• 化学式: C₁₁H₁₁FN₄O₂
• 分子量: 250.232
• InChiKey: GNMUETFNDHCIFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-amino-1-(3-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 在 sodium hydroxide 、 氯化亚砜 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 30.0h， 生成 5-Amino-1-(3-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid ((S)-1-phenyl-ethyl)-amide
  参考文献：
  名称：

  Chiral (S)‐(+) 1‐Substituted Aryl‐4‐(1‐phenyl) Ethylformamido‐5‐amino‐1,2,3‐triazole: A New Class of Chiral Ligands for the Silver(I)‐Promoted Enantioselective Allylation of Aldehydes

  摘要：

  Some novel chiral ligands, (S)-(+) 1-substituted aryl-4-(1-phenyl) ethylformamido-5-amino-1,2,3-triazoles, were prepared starting from 1-substituted aryl-4-ethoxycarbonyl-5-amino-1,2,3-triazoles and other reagents. They were used as catalytic chiral ligands in the silver (I)-promoted enantioselective allylation reaction of aldehydes with allyltributyltin.

  DOI：

  10.1080/00397910500503595

文献信息

• First Synthesis of Some New 1-Aryl-4-ethoxycarbonyl- 5-dimethylaminomethyleneamino-1,2,- 3-triazole Under Vilsmeier Conditions
  作者：Mindong Chen、Youfei Zheng、Guizhi Gao、Shuxian Fan、Shijie Lu、Weiyi Hua

  DOI：10.1081/scc-120026322

  日期：2003.12

  Some new 1-aryl-4-ethoxycarbonyl-5-dimethylaminomethyleneamino- 1,2,3-triazoles were first prepared from 1-aryl-4-ethoxycarbonyl-5-amino-1,2,3-triazoles and N,N-dimethylformamide in the presence of phosphorus oxychloride under mild condition in excellent yields. Their structures were characterized by IR, H-1 NMR, MS, and elemental analysis, and their inhibiting effects on various bacteria were also screened.