Benzamidine, o-chloro-N-p-tolyl- | 23564-83-2

• 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: Benzamidine, o-chloro-N-p-tolyl-
• 英文别名: 2-chloro-N'-(4-methylphenyl)benzenecarboximidamide
• CAS: 23564-83-2
• 化学式: C₁₄H₁₃ClN₂
• 分子量: 244.724
• InChiKey: CDGROWBMQWIVKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Benzamidine, o-chloro-N-p-tolyl- 在 potassium phosphate monohydrate 、 sulfur 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 36.0h， 以63%的产率得到N-(p-tolyl)benzo[d]isothiazol-3-amine
  参考文献：
  名称：

  Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions

  摘要：

  通过无过渡金属条件下从胺基甲酸盐和元素硫直接合成1,2-苯并异噻唑，形成N-S/C-S键，对各种官能团具有良好的容忍性。

  DOI：

  10.1039/c7gc03599c
• 作为产物：
  描述：

  邻氯苯腈 、 乙烷,三氯氟- 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 生成 Benzamidine, o-chloro-N-p-tolyl-
  参考文献：
  名称：

  Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions

  摘要：

  通过无过渡金属条件下从胺基甲酸盐和元素硫直接合成1,2-苯并异噻唑，形成N-S/C-S键，对各种官能团具有良好的容忍性。

  DOI：

  10.1039/c7gc03599c

文献信息

• Nickel‐Catalyzed Annulation of <i>o</i> ‐Haloarylamidines with Aryl Acetylenes: Synthesis of Isoquinolone and 1‐Aminoisoquinoline Derivatives
  作者：Hao Xie、Qiaoyan Xing、Zhifei Shan、Fuhong Xiao、Guo‐Jun Deng

  DOI：10.1002/adsc.201801635

  日期：2019.4.16

  An efficient method for the synthesis of substituted 1(2H)‐isoquinolone derivatives via nickel‐catalyzed annulation of substituted 2‐halobenzamidines with aryl alkynes in the presence of water is described. Benzo[4,5]imidazo[2,1‐a]isoquinolines were formed as the dominated products when dry dimethyl sulfoxide was used as the solvent. Furthermore, when benzyl substituted amidines were used as the substrates

  描述了一种在水存在下，通过镍催化的芳基炔烃与取代的2-卤代苯甲an的环合反应，合成取代的1（2 H）-异喹诺酮衍生物的有效方法。苯并[4,5]咪唑并[2,1-一个当干二甲亚砜作为溶剂]异喹啉被形成为主导的产品。此外，当使用苄基取代的idine作为底物时，发生脱苄基反应以提供各种1-氨基异喹啉产物。
• Synthesis of 1,2,4,5‐tetrasubstituted imidazoles and 2,4,5,6‐tetrasubstituted pyrimidines: three‐component, the one‐pot reaction of arylamidines, malononitrile, and arylglyoxals or aryl aldehydes
  作者：Hossein Mehrabi、Mina Hajipour、Fatemeh Rezazadeh‐Jabalbarezi、Farzaneh Alizadeh‐Bami

  DOI：10.1002/jhet.4053

  日期：——

  efficient one‐pot synthesis of the 1,2,4,5‐tetrasubstituted imidazoles and 2,4,5,6‐tetrasubstituted pyrimidines through an arylamidine, malononitrile, and carbonyl compound by using Et3N in CH3CN at reflux conditions was developed. The nature of the carbonyl compounds were different; when the carbonyl compound was arylglyoxal or aryl aldehyde, 1,2,4,5‐tetrasubstituted imidazole and 2,4,5,6‐tetrasubstituted

  通过在CH 3 CN中使用Et 3 N回流，通过芳亚胺，丙二腈和羰基化合物高效地一锅法合成1,2,4,5-四取代的咪唑和2,4,5,6-四取代的嘧啶条件得到发展。羰基化合物的性质不同；当羰基化合物为芳基乙二醛或芳基醛时，分别获得1,2,4,5-四取代的咪唑和2,4,5,6-四取代的嘧啶。
• Optimization of imidazole amide derivatives as cannabinoid-1 receptor antagonists for the treatment of obesity
  作者：Roger A. Smith、Zahra Fathi、Furahi Achebe、Christiana Akuche、Su-Ellen Brown、Soongyu Choi、Jianmei Fan、Susan Jenkins、Harold C.E. Kluender、Anish Konkar、Rico Lavoie、Ronald Mays、Jennifer Natoli、Stephen J. O’Connor、Astrid A. Ortiz、Ning Su、Christy Taing、Susan Tomlinson、Theresa Tritto、Gan Wang、Stephan-Nicholas Wirtz、Wai Wong、Xiao-Fan Yang、Shihong Ying、Zhonghua Zhang

  DOI：10.1016/j.bmcl.2007.03.011

  日期：2007.5

  Several imidazole-based cyclohexyl amides were identified as potent CB-1 antagonists, but they exhibited poor oral exposure in rodents. Incorporation of a hydroxyl moiety on the cyclohexyl ring provided a dramatic improvement in oral exposure, together with a ca. 10-fold decrease in potency. Further optimization provided the imidazole 2-hydroxy-cyclohexyl amide 45, which exhibited hCB-1 K-i = 3.7 nM and caused significant appetite suppression and robust, dose-dependent reduction of body weight gain in industry-standard rat models. (c) 2007 Elsevier Ltd. All rights reserved.
• A Facile and Effective Procedure for Synthesis of Polyfunctionalized Bis (imidazolyl) Pyrrole/Imidazolyl Indole from Pyrrole/Indole with Arylglyoxals and<i>N</i>‐aryl amidines
  作者：Mozhgan Masoudi、Mohammad Reza Shahbazi‐Manshadi、Mohammad Anary‐Abbasinejad

  DOI：10.1002/jhet.3652

  日期：2019.10

  Heterocyclic systems containing bis (imidazolyl) pyrrole or imidazolyl indole moieties were synthesized by heterocyclization of pyrrole or indole with arylglyoxal monohydrates and N‐aryl amidines in ethanol catalyzed by FeCl3 at room temperature. The paper reports a facile, efficient, and environmentally friendly protocol for the synthesis of new products. Products were isolated by simple filtration, and their structures were established from their spectroscopic data.
• Efficient synthesis of 1,2-benzisothiazoles from <i>o</i>-haloarylamidines and elemental sulfur <i>via</i> N–S/C–S bond formation under transition-metal-free conditions
  作者：Hao Xie、Guozheng Li、Feng Zhang、Fuhong Xiao、Guo-Jun Deng

  DOI：10.1039/c7gc03599c

  日期：——

  Facile synthesis of 1,2-benzisothiazoles from amidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions has been developed with good tolerance of a broad range of functional groups.

  通过无过渡金属条件下从胺基甲酸盐和元素硫直接合成1,2-苯并异噻唑，形成N-S/C-S键，对各种官能团具有良好的容忍性。