1-(N-phenylbenzimidoyl)-1H-benzotriazole | 187347-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-(N-phenylbenzimidoyl)-1H-benzotriazole
• 英文别名: 1-[phenyl(phenylimino)methyl]-1H-benzotriazole；N-[(benzotriazol-1-yl)(phenyl)methylidene]aniline；N-phenylbenzenecarboximidoyl-1-benzotriazole；1-(benzotriazol-1-yl)-N,1-diphenylmethanimine
• CAS: 187347-94-0
• 化学式: C₁₉H₁₄N₄
• 分子量: 298.347
• InChiKey: QUVDCGSGGUWHSK-UHFFFAOYSA-N

物化性质

• 熔点：
  129-131 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  486.4±28.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(N-phenylbenzimidoyl)-1H-benzotriazole 以 乙醇 为溶剂， 反应 3.0h， 以53%的产率得到1,2-二苯基苯并咪唑
  参考文献：
  名称：

  Katritzky, Alan R.; Yang, Baozhen; Abonia, Rodrigo, Journal of Chemical Research - Part S, 1996, # 12, p. 540 - 541

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苯甲酰替苯胺 、 1-氯苯并三氮唑 在 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 以90%的产率得到1-(N-phenylbenzimidoyl)-1H-benzotriazole
  参考文献：
  名称：

  A Novel Route to Imidoylbenzotriazoles and Their Application for the Synthesis of Enaminones

  摘要：

  Reactions of secondary amides 2a-i with 1-chloro-1H-benzotriazole and triphenylphosphine give imidoylbenzotriazoles 3a-i. The treatment of 3a,b,e,g with silyl enol ethers 5a,b in the presence of potassium tert-butoxide provides a new general approach to enaminoketones 6a-h.

  DOI：

  10.1021/jo0496594

文献信息

• Katritzky, Alan R.; Stevens, Christian V.; Zhang, Gui-Fen, Heterocycles, 1995, vol. 40, # 1, p. 231 - 240
  作者：Katritzky, Alan R.、Stevens, Christian V.、Zhang, Gui-Fen、Jiang, Jinlong、Kimpe, Norbert De

  DOI：——

  日期：——
• Efficient Microwave Access to Polysubstituted Amidines from Imidoylbenzotriazoles
  作者：Alan R. Katritzky、Chunming Cai、Sandeep K. Singh

  DOI：10.1021/jo052443x

  日期：2006.4.1

  Microwave reactions of primary and secondary amines with imidoylbenzotriazoles 6a-w gave diversely substituted amidines 7a-Aa in 76-94% yields. Convenient preparations of a variety of amides 5a-Ab (87-96%) and imidoylbenzotriazoles 6a-w (56-95%) have also been developed using microwave irradiation under mild conditions and short reaction times. These results demonstrate further the advantages of microwave synthesis and introduce a new application of imidoylbenzotriazoles in the preparation of polysubstituted amidines.
• Preparation of Heterocycle-Masked β-Enamino Acids
  作者：Alan R. Katritzky、Augustine Donkor、Yunfeng Fang

  DOI：10.1021/jo001662+

  日期：2001.6.1

  The preparation of masked N-substituted beta-enamino acid derivatives 3a-n by reaction of 2-alkyl-oxa(thia)zolines 2a,b with imidoylbenzotriazoles 1a-g in the presence of LDA was described.