N¹-methyl-N¹,N²-diphenylacetamidine | 65957-22-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N¹-methyl-N¹,N²-diphenylacetamidine
• 英文别名: N-methyl-N,N'-diphenylacetimidamide；N-methyl-N,N'-diphenylacetamidine；N-methyl-N,N'-diphenyl-acetamidine；N-Methyl-N,N'-diphenyl-acetamidin；N-methyl-N,N'-diphenylethanimidamide
• CAS: 65957-22-4
• 化学式: C₁₅H₁₆N₂
• 分子量: 224.305
• InChiKey: JNEAVABSCDXBEY-UHFFFAOYSA-N

物化性质

• 熔点：
  82 °C
• 沸点：
  334.1±25.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-Methyl-N-<(trimethylsilyl)ethinyl>anilin 在 二叔丁基过氧化物 、 methylaniline hydrobromide 、 二乙胺 作用下， 生成 N¹-methyl-N¹,N²-diphenylacetamidine
  参考文献：
  名称：

  Synthesis of N,N,N',N'-tetrasubstituted 1,1-diaminoethylenes and their thermal rearrangement

  摘要：

  DOI：

  10.1021/jo00406a037

文献信息

• Facile One-pot Syntheses of Amidines and Enamines from Oximes via Beckmann Rearrangement Using Trifluoromethansulfonic Anhydride
  作者：Tomofumi Takuwa、Tomofumi Minowa、Jim Yoshitaka Onishi、Teruaki Mukaiyama

  DOI：10.1246/cl.2004.322

  日期：2004.3

  Facile one-pot syntheses of amidines and enamines were achieved by trapping carbocation intermediates that were formed by Beckmann rearrangement of oximes with amines and carbon nucleophiles, respectively, under mild conditions.

  通过在温和条件下分别利用胺和碳亲核试剂捕获由肟经贝克曼重排形成的碳正离子中间体，实现了酰亚胺和烯胺的简易一锅法合成。
• Facile One-Pot Syntheses of Amidines and Enamines from Oximes via Beckmann Rearrangement Using Trifluoromethanesulfonic Anhydride
  作者：Tomofumi Takuwa、Tomofumi Minowa、Jim Yoshitaka Onishi、Teruaki Mukaiyama

  DOI：10.1246/bcsj.77.1717

  日期：2004.9

  Iminocarbocation intermediates were in situ-generated by treating various oximes with trifluoromethanesulfonic anhydride (Tf2O) in the presence of triethylamine in toluene and nucleophilic trapping with amines or sodium enolates under mild conditions afforded the corresponding amidines and enamines. Some of the thus-obtained enamines were converted to 2-substituted 4-oxo-3-quinolinecarboxylic acid derivatives by subsequent intramolecular Friedel–Crafts acylation.

  通过将各种肟在甲苯中与三氟甲磺酸酐（Tf2O）和三乙胺反应，原位生成亚胺碳正中间体，并在温和条件下用胺或烯醇钠捕捉，得到相应的脒和烯胺。部分获得的烯胺随后通过分子内 Friedel-Crafts 酰基化反应转化为 2-取代的 4-氧代-3-喹啉羧酸衍生物。
• Access to Amidines and Arylbenzimidazoles: Zinc-Promoted Rearrangement of Oxime Acetates
  作者：Zhongzhi Zhu、Jinghe Cen、Xiaodong Tang、Jianxiao Li、Wanqing Wu、Huanfeng Jiang

  DOI：10.1002/adsc.201701490

  日期：2018.5.16

  zinc‐promoted rearrangement of oxime acetates with arylamines for the synthesis of amidines has been developed under mild conditions. This process involves N−O/C−C bond cleavages and C−C/C−N bond formations. Various oxime acetates and arylamines are suitable for this transformation. Furthermore, diverse arylbenzimidazoles could also be prepared through simple one‐pot procedure.

  在温和的条件下，已开发出一种有效且直接的锌促进肟肟与芳胺的锌促进重排以合成for的方法。此过程涉及N / O / C-C键断裂和C-C / C-N键形成。各种肟乙酸酯和芳胺适合于该转化。此外，还可以通过简单的一锅法制备各种芳基苯并咪唑。
• Reactions of carboxylic acids with phosphonium anhydrides
  作者：James B. Hendrickson、M. Sajjat Hussoin

  DOI：10.1021/jo00266a028

  日期：1989.3
• 139. The associating effect of the hydrogen atom. Part VIII. The N–H–N bond. Benziminazoles, glyoxalines, amidines, and guanidines
  作者：Louis Hunter、John A. Marriott

  DOI：10.1039/jr9410000777

  日期：——