N-[1-(benzotriazol-1-yl)-2-phenylethylidene]-4-methylaniline | 681455-21-0

• 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: N-[1-(benzotriazol-1-yl)-2-phenylethylidene]-4-methylaniline
• 英文别名: 1-(benzotriazol-1-yl)-N-(4-methylphenyl)-2-phenylethanimine
• CAS: 681455-21-0
• 化学式: C₂₁H₁₈N₄
• 分子量: 326.401
• InChiKey: JRRYQBNXVCFJRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  吗啉 、 N-[1-(benzotriazol-1-yl)-2-phenylethylidene]-4-methylaniline 在 三氯化铝 作用下， 以 氯仿 为溶剂， 反应 0.17h， 以88%的产率得到N-(4-methylphenyl)-N-[(1E)-1-morpholin-4-yl-2-phenylethylidene]amine
  参考文献：
  名称：

  Efficient Microwave Access to Polysubstituted Amidines from Imidoylbenzotriazoles

  摘要：

  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.

  DOI：

  10.1021/jo052443x
• 作为产物：
  描述：

  1-(1H-1,2,3-苯并三唑-1-基)-2-苯基-1-乙酮 在 吡啶 、 草酰氯 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 0.42h， 生成 N-[1-(benzotriazol-1-yl)-2-phenylethylidene]-4-methylaniline
  参考文献：
  名称：

  Efficient Microwave Access to Polysubstituted Amidines from Imidoylbenzotriazoles

  摘要：

  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.

  DOI：

  10.1021/jo052443x

文献信息

• A Novel Route to Imidoylbenzotriazoles and Their Application for the Synthesis of Enaminones
  作者：Alan R. Katritzky、Amy E. Hayden、Kostyantyn Kirichenko、Phillip Pelphrey、Yu Ji

  DOI：10.1021/jo0496594

  日期：2004.7.1

  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.
• 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.