N,N'-bis-(4-methoxy-phenyl)-acetamidine | 71709-26-7

• 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: N,N'-bis-(4-methoxy-phenyl)-acetamidine
• 英文别名: N,N'-Bis-(4-methoxy-phenyl)-acetamidin；N,N'-bis(4-methoxyphenyl)ethanimidamide
• CAS: 71709-26-7
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: ZIDSFLLJLVINNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  42.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(4-methoxy-phenyl)-acetamidine 在 sodium perchlorate 作用下， 以 乙腈 为溶剂， 以92%的产率得到1-p-Anisyl-2-methyl-6-methoxy-benzimidazol
  参考文献：
  名称：

  通过全氟烷基和芳基亚酰胺的氧化分子内环化合成2-（全氟烷基）-和2-（全氟芳基）苯并咪唑。

  摘要：

  DOI：

  10.1021/jo952224j
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 diphosphorus pentasulfide 、 乙醇 作用下， 生成 N,N'-bis-(4-methoxy-phenyl)-acetamidine
  参考文献：
  名称：

  DE80568

  摘要：

  公开号：

文献信息

• Amidines. II. Preparation of unsymmetrical N1,N2-disubstituted amidines.
  作者：Machiko ONO、Reiko TODORIKI、Shinzo TAMURA

  DOI：10.1248/cpb.38.866

  日期：——

  Unsymmetrical N1, N2-disubstituted amidines were prepared by conventional and newly developed methods. Reaction of N1-tosyl-N1, N2-diarylacetamidines and arylamines gave unsymmetrical acetamidines in the presence of basic catalysts, and N1-acyl-N1, N2-di(p-nitrophenyl)formamidines and arylamines gave unsymmetrical formamidines under neutral conditions. Unsymmetrical amidines exist as tautomeric mixtures in solution owing to proton transfer between the two nitrogen atoms, and it was proved on the basis of proton nuclear magnetic resonance (1H-NMR) evidence that the tautomer in which the hydrogen is attached to the more basic nitrogen atom is predominant.

  不对称的N1、N2-二取代氨基脲通过传统方法和新开发的方法制备而成。N1-对苯磺酰基-N1、N2-二芳基乙酰氨基脲与芳胺反应，在碱性催化剂的存在下生成不对称乙酰氨基脲，而N1-酰基-N1、N2-二(对硝基苯基)甲酰氨基脲与芳胺在中性条件下生成不对称甲酰氨基脲。不对称氨基脲因两个氮原子之间的质子转移而在溶液中以 tautomeric 混合物的形式存在，并且基于质子核磁共振 (1H-NMR) 的证据证明，氢原子与更基本的氮原子结合的 tautomer 是占主导地位的。
• Amidines. I. Hydrolysis of N1-acyl-and N1-Tosyl-N1, N2-diarylamidines.
  作者：Machiko ONO、Shinzo TAMURA

  DOI：10.1248/cpb.38.590

  日期：——

  In acid hydrolysis of N1-acyl-N1, N2-diarylamidines, a water molecule attacked exclusively the amidine central carbon, and the reaction proceeded in parallel through two patheways. One of them leads to the formation of two N-acylarylamines, and the other leads to the formation of N, N-diacylarylamine and srylamine. Acid hydrolysis of N1-tosyl-N1, N2-diarylamidine was also examined. The results were similar to those of the hydrolysis of N1-acyl-N1, N2-diarylamidines.Alkaline hyrdolysis and alcoholysis of N1-acyl-N1, N2-diarylamidines occurred almost exclusively at the amide carbonyl group to give N1, N2-diarylamidines and carboxylic acids or their esters.The effects of structural change and the aryl substituents on the rate and direction of the reaction were examined.

  在N1-酰基-N1, N2-二芳基氨基的酸水解中，一个水分子专门攻击了氨基中心碳，并且反应通过两条路径并行进行。其中一条路径导致生成两个N-酰基芳香胺，另一条路径则形成N,N-二酰基芳香胺和醇胺。对N1-托烯基-N1, N2-二芳基氨基的酸水解也进行了研究，结果与N1-酰基-N1, N2-二芳基氨基的水解类似。N1-酰基-N1, N2-二芳基氨基的碱性水解和醇解几乎完全发生在酰胺羰基上，生成N1, N2-二芳基氨基和羧酸或其酯。还对结构变化和芳基取代基对反应速率和方向的影响进行了研究。
• Reaction of Symmetric N1,N2-Diarylamidines with α-Bromoacetophenone and Ethyl 2-Bromoethanoate
  作者：Mohsen Abdel-Motaal Gomaa

  DOI：10.1039/a802858c

  日期：——

  2-Bromo-1-aryl[1-(arylimino)ethyl]amino}-1-phenylethanol derivatives 3a, 3b were obtained from the reaction of N1,N2-diarylacetamidines 1a, 1b with α-bromoacetophenone 2, while 1a, 1b with ethyl 2-bromoethanoate 4 afforded 2-[1-(arylimino)]ethyl}aminoethanoic acid derivatives 5a, 5b; N1,N2-diarylformamidines 6a, 6b reacted with 2 and 4 to give the arylaminoacetophenones 8a, 8b and N-arylglycine ethyl

  2-Bromo-1-芳基[1-(芳基亚氨基)乙基]氨基}-1-苯基乙醇衍生物3a、3b由N1,N2-二芳基乙脒1a、1b与α-溴苯乙酮2反应得到，而1a、1b用2-溴乙酸乙酯4得到2-[1-(芳基亚氨基)]乙基}氨基乙酸衍生物5a、5b；N1,N2-二芳基甲脒6a、6b与2和4反应，分别得到芳氨基苯乙酮8a、8b和N-芳基甘氨酸乙酯11a、11b以及相应的甲酰苯胺9a、9b。
• Reaction of N¹,N²-Diarylamidines with 2,3-Diphenylcyclopropenone
  作者：Mohsen Abdel-Motaal Gomaa

  DOI：10.1515/znb-2004-0520

  日期：2004.5.1

  Reaction of N¹,N²-diarylacetamidines 1a - c with 2,3-diphenylcyclopropenone 2 led to formation of addition products 2-methyl-1-aryl-2-arylamino-4,5-diphenyl-1,2-dihydro-3H-pyrrol-3-ones 3a - c. While N¹,N²-diarylformamidines 1d - f reacted with 2,3-diphenylcyclopropenone 2 to afford 3-aryl-(N-4-arylformamidoyl)amino-2,3-diphenyl propionic acids 7a - c.

  N1，N2-二芳基乙酰胺1a - c与2,3-二苯基环丙烯酮2反应，形成加成产物2-甲基-1-芳基-2-芳胺基-4,5-二苯基-1,2-二氢-3H-吡咯-3-酮3a - c。而N1，N2-二芳基甲酰胺1d - f与2,3-二苯基环丙烯酮2反应，生成3-芳基-(N-4-芳基甲酰胺基)氨基-2,3-二苯基丙酸7a - c。
• Reaction of<i>N</i> ¹,<i>N</i> ²-Diarylamidineswith (2,3-Diphenylcyclopropen-1-ylidene)propanedinitrile:Synthesis of [2-Arylamino-4(1<i>H</i>)-pyridinylidene]-propanedinitriles
  作者：Dietrich Döpp、Mohsen A.-M. Gomaa

  DOI：10.1055/s-2003-40522

  日期：——

  A series of new [1-aryl-2-arylamino-5,6-diphenyl-4(1H)-pyridinylidene)propanedinitriles 3a-e has been synthesized by the reaction of N 1 ,N 2 -diarylamidines la-e with (2,3-diphenylcyclopropen-l-ylidene)propanedinitrile (2). Structures of 3a-e have been assigned on the basis of NMR spectra and NOE experiments.

  N 1 ,N 2 -二芳基脒la-e与（2 ,3-二苯基环丙烯-l-亚叉基)丙二腈 (2)。已根据 NMR 光谱和 NOE 实验指定了 3a-e 的结构。