2-氯-5-甲氧基-N-(2-甲氧基苯基)-4-甲基苯胺 | 919090-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-氯-5-甲氧基-N-(2-甲氧基苯基)-4-甲基苯胺
• 英文名称: 2-Chloro-5-methoxy-N-(2-methoxyphenyl)-4-methylaniline
• CAS: 919090-29-2
• 化学式: C₁₅H₁₆ClNO₂
• 分子量: 277.751
• InChiKey: CPWUTRAALAYPFA-UHFFFAOYSA-N

物化性质

• 沸点：
  371.5±42.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯-5-甲氧基-N-(2-甲氧基苯基)-4-甲基苯胺 在 palladium diacetate 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以80%的产率得到1,7-dimethoxy-6-methyl-9H-carbazole
  参考文献：
  名称：

  N-H Carbazole Synthesis from 2-Chloroanilines via Consecutive Amination and C−H Activation

  摘要：

  N-H carbazoles can be produced from 2-chloroanilines and aryl bromides via consecutive catalytic amination and C-H activation. In many instances, this can be done in a tandem manner in one pot. The methodologies developed can be used in the synthesis of a range of carbazoles, including the natural products Clausine P and glycozolidine and a precursor in the synthesis of Clausines H, K, O, and 7-methoxy-O-methylmukonal, and can be extended to the synthesis of indoles.

  DOI：

  10.1021/jo061749g
• 作为产物：
  描述：

  4-氨基-5-氯-2-甲氧基苯甲酸 在 palladium diacetate 、 dimethyl sulfide borane 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 氯苯 、 甲苯 为溶剂， 反应 39.0h， 生成 2-氯-5-甲氧基-N-(2-甲氧基苯基)-4-甲基苯胺
  参考文献：
  名称：

  N-H Carbazole Synthesis from 2-Chloroanilines via Consecutive Amination and C−H Activation

  摘要：

  N-H carbazoles can be produced from 2-chloroanilines and aryl bromides via consecutive catalytic amination and C-H activation. In many instances, this can be done in a tandem manner in one pot. The methodologies developed can be used in the synthesis of a range of carbazoles, including the natural products Clausine P and glycozolidine and a precursor in the synthesis of Clausines H, K, O, and 7-methoxy-O-methylmukonal, and can be extended to the synthesis of indoles.

  DOI：

  10.1021/jo061749g

文献信息

• <i>N</i>-H Carbazole Synthesis from 2-Chloroanilines via Consecutive Amination and C−H Activation
  作者：Robin B. Bedford、Michael Betham

  DOI：10.1021/jo061749g

  日期：2006.12.1

  N-H carbazoles can be produced from 2-chloroanilines and aryl bromides via consecutive catalytic amination and C-H activation. In many instances, this can be done in a tandem manner in one pot. The methodologies developed can be used in the synthesis of a range of carbazoles, including the natural products Clausine P and glycozolidine and a precursor in the synthesis of Clausines H, K, O, and 7-methoxy-O-methylmukonal, and can be extended to the synthesis of indoles.