4-Methyl-2-vinyl-benzoimidazol-1-ol | 367266-93-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-Methyl-2-vinyl-benzoimidazol-1-ol
• 英文别名: 4-Methyl-2-vinyl-1H-benzo[d]imidazol-1-ol；2-ethenyl-1-hydroxy-4-methylbenzimidazole
• CAS: 367266-93-1
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: SNTGSADAVSTAQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 4-Methyl-2-vinyl-benzoimidazol-1-ol 在 sodium hydride 作用下， 以93%的产率得到1-Benzyloxy-4-methyl-2-vinyl-1H-benzoimidazole
  参考文献：
  名称：

  Synthesis of N-alkoxybenzimidazoles with differentiated C2 and O-substituents

  摘要：

  N-Alkoxy-, N-aryloxy- and N-allyloxybenzimidazoles (prepared using tandem N-alkylation, heterocyclisation and O-alkylation with in situ alkylating agent) can be selectively O-deprotected and then independently realkylated to provide a protocol For diversification with differentiated substituents at C2 and on oxygen. In addition, carboxamide functionalised derivatives 8 are amenable to staged interruption of the tandem reaction, allowing sequential additions of two different bases and alkylating agents directly affording 9. This 'start-stop-start' tandem process also facilitates diversification to analogues bearing different C2 and N-alkoxy substituents. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00935-2
• 作为产物：
  描述：

  1-allyloxy-4-methyl-2-vinylbenzimidazole 在 三甲基氯硅烷 、 sodium iodide 作用下， 以92%的产率得到4-Methyl-2-vinyl-benzoimidazol-1-ol
  参考文献：
  名称：

  Synthesis of N-alkoxybenzimidazoles with differentiated C2 and O-substituents

  摘要：

  N-Alkoxy-, N-aryloxy- and N-allyloxybenzimidazoles (prepared using tandem N-alkylation, heterocyclisation and O-alkylation with in situ alkylating agent) can be selectively O-deprotected and then independently realkylated to provide a protocol For diversification with differentiated substituents at C2 and on oxygen. In addition, carboxamide functionalised derivatives 8 are amenable to staged interruption of the tandem reaction, allowing sequential additions of two different bases and alkylating agents directly affording 9. This 'start-stop-start' tandem process also facilitates diversification to analogues bearing different C2 and N-alkoxy substituents. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00935-2

文献信息

• Synthesis of N-alkoxybenzimidazoles with differentiated C2 and O-substituents
  作者：John M Gardiner、Jonathan Procter

  DOI：10.1016/s0040-4039(01)00935-2

  日期：2001.7

  N-Alkoxy-, N-aryloxy- and N-allyloxybenzimidazoles (prepared using tandem N-alkylation, heterocyclisation and O-alkylation with in situ alkylating agent) can be selectively O-deprotected and then independently realkylated to provide a protocol For diversification with differentiated substituents at C2 and on oxygen. In addition, carboxamide functionalised derivatives 8 are amenable to staged interruption of the tandem reaction, allowing sequential additions of two different bases and alkylating agents directly affording 9. This 'start-stop-start' tandem process also facilitates diversification to analogues bearing different C2 and N-alkoxy substituents. (C) 2001 Elsevier Science Ltd. All rights reserved.