(C6H3Cl2-2,6)CH=N-CH3 | 75692-62-5

• 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: (C6H3Cl2-2,6)CH=N-CH3
• 英文别名: 2,6-Dichlor-benzaldehyd-methylimid；1-(2,6-dichlorophenyl)-N-methylmethanimine
• CAS: 75692-62-5
• 化学式: C₈H₇Cl₂N
• 分子量: 188.056
• InChiKey: QOPBGSYQTLDWPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (C6H3Cl2-2,6)CH=N-CH3 在 乙醇 、 氢化铝 、 mercury dichloride 作用下， 以 甲苯 、 苯 为溶剂， 反应 11.0h， 生成 (4S,5R)-4,5-bis(2,6-dichlorophenyl)-1,3-dimethylimidazolidine
  参考文献：
  名称：

  N，N′-二烷基双（二氯苯基）乙二胺和-咪唑烷：结构与雌二醇受体亲和力之间的关系。

  摘要：

  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。

  DOI：

  10.1021/jm00186a012
• 作为产物：
  描述：

  2,6-二氯苯甲醛 、 甲胺 反应 1.0h， 生成 (C6H3Cl2-2,6)CH=N-CH3
  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

文献信息

• Cyclometalation Reactions Involving C−Cl Bond Activation of<i>ortho</i>-Chlorinated Substrates with Imine as Anchoring Groups by Cobalt Complexes
  作者：Yue Chen、Hongjian Sun、Ulrich Flörke、Xiaoyan Li

  DOI：10.1021/om7008793

  日期：2008.1.1

  ortho-chelated cobalt(III) complexes [CoClMe(PMe3)2(C6H3Clortho)-CH═N−R}] (2a−2e). The reaction of 1b,1c with [CoCl(PMe3)3] delivered the aryl Co(III) complexes 3b,3c containing a [C−Co−Cl] fragment, while Co(II) complexes [CoCl(PMe3)2((C6H3Cl-ortho)CH═N−R)] (3d,3e) were formed through the reaction of 1d or 1e with [CoCl(PMe3)3]. Under similar conditions, the ortho-chelated cobalt(III) complex [CoBrCl(PMe3)2((C6H3Cl2-2

  所述aldazines（C 6 H ^ 3氯2 -2,6）CH = N-NH 2（1A）和（C 6 H ^ 3氯2 -2,6）CH = N-N = CH（C 6 H ^ 3氯2 -2,6）（图1b）或席夫碱（C 6 H ^ 3氯2 -2,6）CH = N-CH 3（1C），（C 6 H ^ 3氯2 -2,6）CH = N（ C 6 H 5）（1d）和（C 6 H 3 Cl 2通过将2，6-二氯苯甲醛分别与肼，甲胺，苯胺或α-萘胺缩合，得到-2,6）CH 3 N（C 10 H 7）（1e）。用[CoMe（PMe 3）4 ]处理1a - 1e导致C-Cl键的氧化加成，得到邻位螯合的钴（III）络合物[CoClMe（PMe 3）2 （C 6 H 3 Cl邻位）-CH═N-R}]（2a - 2e）。的反应1B，1C与[氯化钴（PME 3）3 ]传递含有[C-Co-Cl]片段的芳基Co（III）配
• 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。
• C−Cl Bond Activation of <i>ortho</i>-Chlorinated Imine with Iron Complexes in Low Oxidation States
  作者：Yujie Shi、Min Li、Qingping Hu、Xiaoyan Li、Hongjian Sun

  DOI：10.1021/om801162u

  日期：2009.4.13

  The ortho-chelated iron(II) complexes [FeCl(PMe3)3((C6H3Cl-ortho)CH═N-R)] (R = Me, Ph) (3, 4) and [FeCl(PMe3)3(C6H4-CH═N-R)] (R = Ph, n-Bu) (7, 8) were prepared through oxidative addition of the C−Cl bond of ortho-chlorinated imine using iron(0) complexes, [Fe(PMe3)4]. The reactions of 3, 4, and 8 with CO delivered the carbonyl Fe(II) complexes 9−11. A one-pot reaction of [FeMe2(PMe3)4] with (C6H3Cl2-2

  的邻位-chelated铁（II）配合物[的FeCl（PME 3）3（（C 6 H ^ 3氯离子邻位）CH═NR）]（R = Me中，PH）（3，4）和[的FeCl（PME 3）3（C 6 H ^ 4 -CH═NR）〕（R =苯基，ñ -Bu）（7，8）通过氧化加成的C-Cl键的制备邻-chlorinated亚胺使用铁（0）配合物，[ Fe（PMe 3）4 ]。的反应3，4，和8用CO输送的羰基铁（II）配合物9 - 11。[FeMe 2（PMe 3）4 ]与（C 6 H 3 Cl 2 -2,6）CH═N-Ph在CO气氛中的一锅反应生成羰基Fe（II）络合物[FeMe（CO）（ PMe 3）2（（（C 6 H 3 Cl-邻）CH═N-Ph）]（12）。晶体和配合物的分子结构3，4，7 - 9，和12是由X射线衍射测定。
• Benzylamines: synthesis and evaluation of antimycobacterial properties
  作者：Wolfgang R. Meindl、Erwin Von Angerer、Helmut Schoenenberger、Gotthard Ruckdeschel

  DOI：10.1021/jm00375a005

  日期：1984.9

  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.
• 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。