2-chloro-5-methoxy-4-methyl-N-(3,5-dimethylphenyl)aniline | 919090-39-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-chloro-5-methoxy-4-methyl-N-(3,5-dimethylphenyl)aniline
• 英文别名: 2-Chloro-N-(3,5-dimethylphenyl)-5-methoxy-4-methylaniline
• CAS: 919090-39-4
• 化学式: C₁₆H₁₈ClNO
• 分子量: 275.778
• InChiKey: LZMHQSPQJYRAFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-5-methoxy-4-methyl-N-(3,5-dimethylphenyl)aniline 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61.5%的产率得到2-Methoxy-3,5,7-trimethyl-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 24.0h， 生成 2-chloro-5-methoxy-4-methyl-N-(3,5-dimethylphenyl)aniline
  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.