N-butyl-1-(2,6-dichlorophenyl)methanimine | 75692-65-8

• 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-butyl-1-(2,6-dichlorophenyl)methanimine
• CAS: 75692-65-8
• 化学式: C₁₁H₁₃Cl₂N
• 分子量: 230.137
• InChiKey: WNYQADXDPDXHNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-butyl-1-(2,6-dichlorophenyl)methanimine 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 N-丁基-2,6-二氯-苯甲胺
  参考文献：
  名称：

  Benzylamines: synthesis and evaluation of antimycobacterial properties

  摘要：

  The synthesis of benzylamines with various N-alkyl chains and substituents in the aromatic system as well as their evaluation on Mycobacterium tuberculosis H 37 Ra are described. The most active compounds in this test, N-methyl-3-chlorobenzylamine (19, MIC 10.2 micrograms/mL), N-methyl-3,5-dichlorobenzylamine (93, MIC 10.2 micrograms/mL), and N-butyl-3,5-difluorobenzylamine (103, MIC 6.4 micrograms/mL), also exhibited a marked inhibitory effect on Mycobacterium marinum and Mycobacterium lufu used for the determination of antileprotic properties. The combinations of 93 with aminosalicylic acid, streptomycin, or dapsone exert marked supra-additive effects on M. tuberculosis H 37 Ra.

  DOI：

  10.1021/jm00375a005
• 作为产物：
  描述：

  2,6-二氯苯甲醛 、 正丁胺 以 乙醇 为溶剂， 生成 N-butyl-1-(2,6-dichlorophenyl)methanimine
  参考文献：
  名称：

  Selective amination of aryl chlorides catalysed by Ni(PMe₃)₄

  摘要：

  报道了由镍催化的芳基氯化物和芳基胺的C，N偶联反应。

  DOI：

  10.1039/c5dt02298c

文献信息

• Facile Synthesis of Bis(isoindolinone) through Carbonylative Cyclization and Dimerization of Phenylimine with Nickel(0) Complexes
  作者：Ruixia Cao、Hongjian Sun、Xiaoyan Li

  DOI：10.1021/om800049m

  日期：2008.4.1

  A simple and convenient synthetic method for obtaining the novel bis(isoindolinones) 2a−d starting from aryl chlorides is described, using phenylimines with stoichiometric amounts of tetrakis(trimethylphosphine)nickel(0) as starting materials under a CO atmosphere (1 bar) at room temperature. The formation mechanism was proposed and discussed. The intermediate chelate arylnickel(II) complex 5d was

  描述了一种简单方便的合成方法，该方法以芳基氯化物为起始原料，以化学计量的四（三甲基膦）镍（0）苯亚胺为原料，在CO气氛（1 bar）下于70°C合成了新颖的双（异吲哚满酮）2a - d。室内温度。提出并讨论了形成机理。中间螯合物芳基镍（II）配合物5d也被分离出来并进行结构表征。
• N,N'-Dialkylbis(dichlorophenyl)ethylenediamines and -imidazolidines: relationship between structure and estradiol receptor affinity
  作者：Erwin Von Angerer、Gerhard Kranzfelder、Ashok K. Taneja、Helmut Schoenenberger

  DOI：10.1021/jm00186a012

  日期：1980.12

  6-dichloro-substituted compounds exhibit for N-CH3 (2e, 3e), N-C2H5 (2f, 3f), and N-C3H7 (2g, 3g) an affinity to the estradiol receptor (Ka values ranging from 9.1 X 10(4) to 9.1 X 10(6)), because the nitrogen atoms are shielded by the ortho-located chlorine atoms; therefore, a binding interaction with hydrophobic receptor areas is possible. These substances show weak uterotrophic activity and no significant effect

  合成了具有2,4,2,6,3,4和3,5位氯的非对映异构N，N'-二烷基双（二氯苯基）乙二胺和相应的咪唑烷。仅2,6-二氯取代的化合物的立体异构体对N-CH3（2e，3e），N-C2H5（2f，3f）和N-C3H7（2g，3g）表现出对雌二醇受体（Ka值范围从9.1 X 10（4）到9.1 X 10（6）），因为氮原子被邻位氯原子屏蔽；因此，与疏水性受体区域的结合相互作用是可能的。这些物质具有弱的子宫营养能力，并且对DMBA诱导的激素依赖性大鼠乳腺腺癌的生长没有明显影响。