N'-[(4-methoxyphenyl)methyl]-4-methylbenzenecarboximidamide | 178157-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N'-[(4-methoxyphenyl)methyl]-4-methylbenzenecarboximidamide
• CAS: 178157-29-4
• 化学式: C₁₆H₁₈N₂O
• 分子量: 254.332
• InChiKey: RWHMORPPVABLSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  重氮基乙酰乙酸乙酯 、 N'-[(4-methoxyphenyl)methyl]-4-methylbenzenecarboximidamide 在 silver hexafluoroantimonate 、 carbonyl(pentamethylcyclopentadienyl)cobalt diiodide 、 三甲基乙酸钾 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 16.0h， 以44%的产率得到ethyl 1-(4-methoxybenzylamino)-3,6-dimethylisoquinoline-4-carboxylate
  参考文献：
  名称：

  Di通过重氮化合物C–H官能化作用用于多价钴（III）催化的异喹啉合成

  摘要：

  已经开发了钴（II​​I）催化的CH / N / H键官能团，用于从芳基am和重氮化合物合成1-氨基异喹啉。反应在温和的反应条件下进行，消除了对氧化剂的需求，仅产生副产物N 2和H 2 O，并且具有广泛的底物范围。

  DOI：

  10.1021/acs.orglett.6b01199
• 作为产物：
  描述：

  对甲苯腈 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 反应 3.0h， 以72%的产率得到N'-[(4-methoxyphenyl)methyl]-4-methylbenzenecarboximidamide
  参考文献：
  名称：

  Benzamidines, alkamidines and formamidines formed by use of aryl- and alkyliminodimagnesium: Molar ratio and structure of reagent governing the reaction

  摘要：

  In order to extend the the method for preparation of amidines using N-Mg reagents, aryl- and alkyliminodimagnesium [IDMg, ArN(MgBr)(2) and RN(MgBr)(2)] were reacted with esters, amides, ortho- esters, acetals, aminoacetal and arene- and alkane carbonitriles, Among the compounds used, aminoacetal and carbonitriles were proved to be useful as starting materials for amidine preparation; alkyl-IDMgs were successfully used for the first time, It was noted that an excess molar amount of IDMg is needed in the reported reaction of ArN(MgBr), with benzonitrile (aryl-aryl combination), whereas no excess is needed in aryl-alkyl, alkyl-aryl, and alkyl-alkyl combinations of reagent and substrate, From the viewpoint previously proposed in terms of relative efficiency of single electron transfer in the reactions of magnesium reagents, the most probable reason for the difference in the need for an excess molar amount of aryl and alkyl IDMg was ascribed to the difference in the electron-donating abilities of reagents, Additional minor reasons are discussed.

  DOI：

  10.1002/(sici)1099-1395(199604)9:4<212::aid-poc775>3.0.co;2-a

文献信息

• Amidines for Versatile Ruthenium(II)-Catalyzed Oxidative CH Activations with Internal Alkynes and Acrylates
  作者：Jie Li、Michael John、Lutz Ackermann

  DOI：10.1002/chem.201304944

  日期：2014.4.25

  Cationic ruthenium complexes derived from KPF6 or AgOAc enabled efficient oxidative CH functionalizations on aryl and heteroaryl amidines. Thus, oxidative annulations of diversely decorated internal alkynes provided expedient access to 1‐aminoisoquinolines, while catalyzed CH activations with substituted acrylates gave rise to structurally novel 1‐iminoisoindolines. The powerful ruthenium(II) catalysts

  从KPF来源的阳离子钌络合物6或AgOAc启用高效氧化Ç 上的芳基和杂芳基脒ħ官能化。因此，装饰多样的内部炔烃的氧化环化提供了通向1-氨基异喹啉的便捷途径，而取代丙烯酸酯催化的CH活化产生了结构上新颖的1-亚氨基异吲哚啉。强大的钌（II）催化剂显示出很高的位点，区域和化学选择性。因此，催化体系被证明可以耐受多种重要的亲电官能团。详细的机理研究为阳离子钌（II）催化剂通过简便，可逆的CH活化提供了有力的支持。
• NEW SUBSTITUTED INDOLIN-2-ONE DERIVATIVES AND THEIR USE AS P38 MITOGEN-ACTIVATED KINASE INHIBITORS
  申请人：Almirall, S.A.

  公开号：EP2280953A1

  公开（公告）日：2011-02-09
• Amidines for Versatile Cobalt(III)-Catalyzed Synthesis of Isoquinolines through C–H Functionalization with Diazo Compounds
  作者：Jie Li、Mengyao Tang、Lei Zang、Xiaolei Zhang、Zhao Zhang、Lutz Ackermann

  DOI：10.1021/acs.orglett.6b01199

  日期：2016.6.3

  A cobalt(III)-catalyzed C–H/N–H bond functionalization for the synthesis of 1-aminoisoquinolines from aryl amidines and diazo compounds has been developed. The reaction proceeds under mild reaction conditions, obviates the need for oxidants, produces only N2 and H2O as the byproducts, and features a broad substrate scope.

  已经开发了钴（II​​I）催化的CH / N / H键官能团，用于从芳基am和重氮化合物合成1-氨基异喹啉。反应在温和的反应条件下进行，消除了对氧化剂的需求，仅产生副产物N 2和H 2 O，并且具有广泛的底物范围。
• Benzamidines, alkamidines and formamidines formed by use of aryl- and alkyliminodimagnesium: Molar ratio and structure of reagent governing the reaction
  作者：Masao Okubo、Yasumasa Omote

  DOI：10.1002/(sici)1099-1395(199604)9:4<212::aid-poc775>3.0.co;2-a

  日期：1996.4

  In order to extend the the method for preparation of amidines using N-Mg reagents, aryl- and alkyliminodimagnesium [IDMg, ArN(MgBr)(2) and RN(MgBr)(2)] were reacted with esters, amides, ortho- esters, acetals, aminoacetal and arene- and alkane carbonitriles, Among the compounds used, aminoacetal and carbonitriles were proved to be useful as starting materials for amidine preparation; alkyl-IDMgs were successfully used for the first time, It was noted that an excess molar amount of IDMg is needed in the reported reaction of ArN(MgBr), with benzonitrile (aryl-aryl combination), whereas no excess is needed in aryl-alkyl, alkyl-aryl, and alkyl-alkyl combinations of reagent and substrate, From the viewpoint previously proposed in terms of relative efficiency of single electron transfer in the reactions of magnesium reagents, the most probable reason for the difference in the need for an excess molar amount of aryl and alkyl IDMg was ascribed to the difference in the electron-donating abilities of reagents, Additional minor reasons are discussed.