N,N'-bis(2-methylbenzaldehyde)-1,2-diiminoethane | 84199-01-9

• 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(2-methylbenzaldehyde)-1,2-diiminoethane
• 英文别名: N,N'-ethylenebis(salicylideneimine)；N,N'-di-(o-methylbenzylidene)-ethylenediamine；1-(2-methylphenyl)-N-[2-[(2-methylphenyl)methylideneamino]ethyl]methanimine
• CAS: 84199-01-9
• 化学式: C₁₈H₂₀N₂
• 分子量: 264.37
• InChiKey: JIGDVGXZISSRQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2-methylbenzaldehyde)-1,2-diiminoethane 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 2-(anthracen-9-yl)-1,3-bis(2-methylbenzyl)imidazolidine
  参考文献：
  名称：

  Chemosensor activity of 2-(anthracen-9-yl)-substituted imidazolidines and hexahydropyrimidines

  摘要：

  A number of 2-(anthracen-9-yl)-substituted imidazolidines and hexahydropyrimidines were synthesized by reaction of N,N'-bis[aryl(hetaryl)methyl]ethylene-1,2-diamines and N,N'-bis[aryl(hetaryl)methyl]propane-1,3-diamines with anthracene-9-carbaldehyde. The obtained compounds showed chemosensor activity toward Cd2+, Cu2+, and Hg2+ ions.

  DOI：

  10.1134/s1070428012010162
• 作为产物：
  描述：

  乙二胺 、 2-甲基苯甲醛 以 甲醇 为溶剂， 生成 N,N'-bis(2-methylbenzaldehyde)-1,2-diiminoethane
  参考文献：
  名称：

  制备一系列带有N-杂环卡宾配体的Ru（ii）配合物，用于芳族酮的催化转移氢化†

  摘要：

  [RuCl 2（p- Cymene）2与Ag- N-杂环卡宾（NHC）配合物的反应产生了一系列[[ p- Cymene）Ru（NHC）]配合物（2a–f），所有合成的化合物均经过了表征通过元素分析，NMR光谱和X射线晶体学测定2a的分子结构，所有配合物均已作为芳香族酮转移加氢的催化剂进行了测试，显示出优异的活性。

  DOI：

  10.1039/c1dt11203a

文献信息

• Substituent and solvent effects in the spectra of new mixed-chelate copper (II) complexes containing N,N′-disubstituted ethylenediimine and acetylacetonate ligands
  作者：Elaheh Movahedi、Hamid Golchoubian

  DOI：10.1016/j.molstruc.2005.10.047

  日期：2006.4

  Four mixed-chelate copper (II) complexes containing acetylacetonate ion and various diimine ligand were prepared and characterized by elemental analysis, spectroscopic and molar conductance measurements. These complexes are fairly soluble in various solvents and show positive solvatochromism. The examinations of the electronic properties of the groups attached to the diimine chelate on the solvatochromic

  制备了四种含有乙酰丙酮离子和各种二亚胺配体的混合螯合铜 (II) 配合物，并通过元素分析、光谱和摩尔电导测量对其进行了表征。这些配合物在各种溶剂中都具有很好的溶解性，并显示出正的溶剂化显色性。研究了连接在二亚胺螯合物上的基团的电子特性对这些配合物的溶剂致变色行为的影响。
• Copper-Catalyzed Amidation of Aryl Iodides in the Presence of Various Chelating Ligands
  作者：Rahman Hosseinzadeh、Hamid Golchoubian、Mahtab Masoudi

  DOI：10.1002/jccs.200800096

  日期：2008.6

  -Dibenzylethylenediamine is presented as a new, efficient, and versatile bidentate ligand suitable for the copper catalyzed formation of the C-N bond. This bidentate ligand has been demonstrated to facilitate the copper catalyzed cross-coupling reactions of aryl iodides with amides to afford the desired products in good to excellent yields.

  N,N'-二苄基乙二胺是一种新型、高效、通用的双齿配体，适用于铜催化形成CN键。这种双齿配体已被证明可促进芳基碘化物与酰胺的铜催化交叉偶联反应，从而以良好至优异的产率提供所需的产物。
• Method of using certain substituted aliphatic secondary amines or their
  申请人：——

  公开号：US04448776A1

  公开（公告）日：1984-05-15

  Compounds of the formula I R.sub.1 --CH(R.sub.2)--N(R.sub.3)--R.sub.4 (I) in which R.sub.1 is unsubstituted or substituted phenyl, R.sub.2 is hydrogen lower alkyl, unsubstituted or substituted phenyl or free or esterified carboxy, and in which R.sub.3 is hydrogen or lower alkyl and R.sub.4 is a group of the formula --alk.sub.1 --X--alk.sub.2 --R.sub.5, or R.sub.3 and R.sub.4 together are a group of the formula --alk.sub.3 --NH--alk.sub.4 --, alk.sub.1 and alk.sub.2 being lower alkylidene, alk.sub.3 and alk.sub.4 lower alkylene, X a direct bond, methylene or unsubstituted or substituted phenylene and R.sub.5 being hydroxy, amino or substituted amino of the formula --N(R.sub.6)--CH(R.sub.7)--R.sub.8 in which R.sub.6 is hydrogen, or, provided that R.sub.3 is hydrogen, it may alternatively be lower alkyl or unsubstituted or substituted phenyl-lower alkyl, R.sub.7 is hydrogen, lower alkyl, unsubstituted or substituted phenyl or free or esterified carboxy and R.sub.8 is unsubstituted or substituted phenyl, and their pharmaceutically acceptable salts have properties that ease breathing and are suitable for combating respiratory disorders, preferably as active ingredients in and/or for the manufacture of pharmaceutical preparations that ease breathing.

  公式为IR.sub.1--CH(R.sub.2)--N(R.sub.3)--R.sub.4（I）的化合物中，其中R.sub.1是未取代或取代的苯基，R.sub.2是氢代低烷基，未取代或取代的苯基或游离或酯化的羧基，R.sub.3是氢或低烷基，R.sub.4是公式--alk.sub.1--X--alk.sub.2--R.sub.5的基团，或R.sub.3和R.sub.4一起是公式--alk.sub.3--NH--alk.sub.4--的基团，其中alk.sub.1和alk.sub.2是低烷基，alk.sub.3和alk.sub.4是低烷基，X是直接键，亚甲基或未取代或取代的苯亚甲基，R.sub.5是羟基，氨基或取代氨基的公式--N(R.sub.6)--CH(R.sub.7)--R.sub.8，其中R.sub.6是氢，或者，假如R.sub.3是氢，它也可以是低烷基或未取代或取代的苯基-低烷基，R.sub.7是氢，低烷基，未取代或取代的苯基或游离或酯化的羧基，R.sub.8是未取代或取代的苯基，它们的药用盐具有舒缓呼吸、适用于对抗呼吸系统疾病的特性，最好作为舒缓呼吸的药物成分和/或用于制造舒缓呼吸的药物制剂。
• Schiff-base complexes of the lanthanoids and actinoids. Part 1. Lanthanoid(<scp>III</scp>) halide complexes with the un-ionised form of NN′-ethyl-enebis(salicylideneimine) and related bases
  作者：Joseph I. Bullock、Heidar-Ali Tajmir-Riahi

  DOI：10.1039/dt9780000036

  日期：——

  base NN′-ethylenebis(salicylideneimine) and related bases, H2L, react with hydrated lanthanoid(III) halides to give the complexes Ln(H2L)Cl3·nH2O (Ln = La or Ce; n= O—2), Ln2(H2L)3Cl6·nH2O (Ln = La, Ce, Pr, Nd, Sm, Gd, Ho, or Yb; n= O–2). Ln(H2L)2X3·nH2O (Ln = La, Ce, Pr, Nd, Sm, Gd, Ho, or Yb; X = Cl or Br; n= O–2). and Ln(H2L)3X3·nH2O (Ln = La, Ce, Pr, Nd, Sm. or Gd; X = Cl or Br; n= 0 or 1). Spectroscopic

  席夫碱NN '-ethylenebis（salicylideneimine）和相关的碱，H 2 L，与水合镧系（反应III）卤化物，得到复合物LN（H 2 L）氯3 · Ñ ħ 2 O（LN =的La或Ce; n = O-2），Ln 2（H 2 L）3 Cl 6 · n H 2 O（Ln = La，Ce，Pr，Nd，Sm，Gd，Ho或Yb；n = O-2）。Ln（H 2 L）2 X 3 · n H 2 O（Ln = La，Ce，Pr，Nd，Sm，Gd，Ho或Yb； X = Cl或Br；n = O–2）。Ln（H 2 L）3 X 3 · n H 2 O（Ln ＝ La，Ce，Pr，Nd，Sm。或Gd； X ＝ Cl或Br；n＝ 0或1）。光谱学和其他证据表明：（i）卤化物与金属离子配位，但Ln（H 2 L）3 X 3 · n H 2 O的结果不明确时除外；（ii）潜在的四元配体在这些配合物中是双齿的，未电离的酚基是不配位的。
• Synthesis of Chiral 2,3-Disubstituted 1,4-Diazabicyclo[2.2.2]octane Derivatives
  作者：Mariappan Periasamy、Athukuri Edukondalu、Polimera Obula Reddy

  DOI：10.1021/jo502688b

  日期：2015.4.3

  Racemic 2,3-diaryl-1,4-diazabicyclo[2.2.2]octane (DABCO) derivatives are synthesized from the readily accessible piperazines in 50–64% yield by cyclization using ethylene bromide, triethylamine, and KI at 80 °C. The enantiomerically enriched 2,3-diphenylpiperazine and the 2,3-bis(1-naphthyl)piperazine derivatives are prepared by a resolution method using commercially available optically active acids

  外消旋的2,3-二芳基-1,4-二氮杂双环[2.2.2]辛烷（DABCO）衍生物是由易于获得的哌嗪在80°C的条件下通过环化反应使用溴化乙烯，三乙胺和KI合成的，收率为50-64％。对映体富集的2,3-二苯基哌嗪和2,3-双（1-萘基）哌嗪衍生物是通过拆分方法使用市售的旋光酸制备的，相应的DABCO衍生物的收率为51-64％，最高可达99％ ％ee。这种温和的环化作用也可用于对映体纯的樟脑二胺衍生物，且产品收率为72–86％。