2-phenyl-2H-1,2,3-triazole-4-carboxamide | 212329-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenyl-2H-1,2,3-triazole-4-carboxamide
• 英文别名: 2-phenyl-2H-[1,2,3]triazole-4-carboxylic acid amide；2-Phenyl-2H-[1,2,3]triazol-4-carbonsaeure-amid；2-Phenyltriazole-4-carboxamide
• CAS: 212329-34-5
• 化学式: C₉H₈N₄O
• mdl: MFCD00983801
• 分子量: 188.189
• InChiKey: UFDGZTMECBCNGA-UHFFFAOYSA-N

物化性质

• 沸点：
  467.8±37.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-phenyl-2H-1,2,3-triazole-4-carboxamide 在 sodium hypochlorite 作用下， 生成 2-苯基-2H-1,2,3-噻唑-4-胺
  参考文献：
  名称：

  Muljiani et al., Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1959, vol. 27/5A, p. 21

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯基-1,2,3-三唑-4-羧酸 在 五氯化磷 作用下， 生成 2-phenyl-2H-1,2,3-triazole-4-carboxamide
  参考文献：
  名称：

  2-苯基-2,1,3-三唑-4-甲醛和衍生物。

  摘要：

  DOI：

  10.1021/jo01164a004

文献信息

• Novel compounds
  申请人：Farina Carlo

  公开号：US20050182093A1

  公开（公告）日：2005-08-18

  A compound of formula (I) as detailed in the specification or a pharmaceutically acceptable salt or solvate thereof, a process for preparing such compounds, a pharmaceutical composition comprising such compounds and the use of such compounds in medicine.

  公式(I)所述的化合物，或其药学上可接受的盐或溶剂化物，制备这些化合物的过程，包括这些化合物的制药组合物以及这些化合物在医学上的用途。
• Meshcheryakov; Mikiya; Kirillova, Russian Journal of Organic Chemistry, 1997, vol. 33, # 11, p. 1641 - 1644
  作者：Meshcheryakov、Mikiya、Kirillova、Shul'gina、Vereshchagin

  DOI：——

  日期：——
• Reactions of 1,2,3-Triazoles with Trifluoromethanesulfonyl Chloride and Trifluoromethanesulfonic Anhydride
  作者：V. I. Meshcheryakov、B. A. Shainyan、L. L. Tolstikova、A. I. Albanov

  DOI：10.1023/b:rujo.0000010573.40618.c0

  日期：2003.10

  Reactions of 4,5-dibromo-1,2,3-triazole, 1H-1,2,3-benzotriazole, and 2-phenyl-2H-1,2,3-triazole-4-carbonyl chloride with trifluoromethanesulfonyl chloride and trifluoromethanesulfonic anhydride were studied. 4,5-Dibromo-1,2,3-triazole sodium salt reacted with CF3SO2Cl in tetrahydrofuran to give 4,5-dibromo-2-(2-tetrahydrofuryl)-2H-1,2,3-triazole rather than expected 4,5-dibromo-2-trifluoromethylsulfonyl-2H-1,2,3-triazole. The latter was synthesized by treatment of 4,5-dibromo-1,2,3-triazole sodium salt with trifluoromethanesulfonic anhydride. The reaction of benzotriazole with (CF3SO2)(2)O afforded 1-trifluoromethylsulfonyl-1H-1,2,3-benzotriazole and 1,2,3-benzotriazolium trifluoromethanesulfonate. 2-Phenyl-2H-1,2,3-triazole-4-carbonyl chloride reacted with trifluoromethanesulfonamide sodium salt in DMF, yielding N-(dimethylaminomethylene)trifluoromethanesulfonamide. Possible ways for formation of the unexpected products were proposed.
• Triflamidomethyl and oxymethyl derivatives of 1,2,3-triazoles
  作者：B. A. Shainyan、V. I. Meshcheryakov

  DOI：10.1134/s1070363215100163

  日期：2015.10

  The reactions of some 1,2,3-triazoles with formaldehyde and triflamide have been studied. N-(Hydroxy-methyl)-2-phenyl-2H-1,2,3-triazole-4-carboxamide reacts with triflamide in sulfuric acid to afford 2-phenyl-2H-1,2,3-triazole-4-carboxamide, bis(triflamido)methane, and N,N-bis[(trifluoromethylsulfonyl)aminomethyl]-triflamide. In the presence of K2CO3 4-amino-5-nitro-2-ethyl-1,2,3-triazole is reduced with hydrazine hydrate to 2-ethyl-2De-1,2,3-triazole-4,5-diamine, and with formaldehyde in the presence of K2CO3 it gives N,N-bis(2-ethyl-5-nitro-2De-1,2,3-triaxol-4-yl)methanediamine, which reacts with paraformaldehyde under acidic conditions with the formation of 4-aminomethyl-5-nitro-2-ethyl-1,2,3-triazole.