2-cyclohexyl-5-methyl-1H-benzimidazole

• 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: 2-cyclohexyl-5-methyl-1H-benzimidazole
• 英文别名: 2-cyclohexyl-6-methyl-1H-benzimidazole
• 化学式: C₁₄H₁₈N₂
• mdl: MFCD01836519
• 分子量: 214.31
• InChiKey: BTTUILOCKWTBFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-hydroxy-N'-(4-methylphenyl)cyclohexanecarboximidamide 在 TEA 、 4-甲苯磺酸酐 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以94%的产率得到2-cyclohexyl-5-methyl-1H-benzimidazole
  参考文献：
  名称：

  N-芳基a胺肟甲苯磺酸化合成取代的苯并咪唑

  摘要：

  的甲苯磺酰化ñ -芳基中TEA的存在偕胺肟产生高收率的相应的苯并咪唑类。

  DOI：

  10.1016/j.tetlet.2007.11.157

文献信息

• Air-stable Ruthenium(II)-NNN Pincer Complexes for the Efficient Coupling of Aromatic Diamines and Alcohols to 1<i>H</i> -benzo[<i>d</i> ]imidazoles with the Liberation of H₂
  作者：Lin Li、Qi Luo、Huahua Cui、Renjie Li、Jing Zhang、Tianyou Peng

  DOI：10.1002/cctc.201800017

  日期：2018.4.9

  Two new phosphine‐free RuII‐NNN pincer complexes ([RuCl(L1)(CH3CN)2]Cl (1) and [RuCl(L2)(CH3CN)2]Cl (2) [L1=2,6‐bis(1H‐imidazole‐2‐yl)pyridine, L2=2,6‐bis(1‐hexyl‐1H‐imidazole‐2‐yl)pyridine] were synthesized to catalyze the condensation of benzyl alcohol and benzene‐1,2‐diamine homogeneously to 2‐pheny‐1H‐benzo[d]imidazole and H2. The reactivity in the order of 1>2 is lower than that of the phosphine‐containing

  两个新的无膦Ru II - NNN钳形配合物（[RuCl（L1）（CH 3 CN）2 ] Cl（1）和[RuCl（L2）（CH 3 CN）2 ] Cl（2）[ L1 = 2，合成6-二（1 H-咪唑-2-基）吡啶，L2 = 2,6-二（1-己基-1 H-咪唑-2-基）吡啶]以催化苄醇与苯的缩合反应。 1,2-二胺与2-苯基-1 H-苯并[ d ]咪唑和H 2均相，反应性顺序为1 > 2比含膦钌的下部II -NNN钳形络合物将[RuCl 2（L1）（PPH 3）3 ]（3），因此均匀的含有系统1（i，1当量的1,2-双二苯基膦乙烷）和10当量的NaBPh 4被开发出来，以提高伯醇和苯1,2-二胺（或其衍生物）到2-取代的1 H-苯并[ d ]咪唑的缩合催化效率，且收率很高。 （最高97％）和营业额（388）。该系统可用于实现1 H苯并[ d]的简便一步合成。来自醇的对咪唑衍生物，而无需使用氧
• A simple and efficient procedure for the synthesis of benzimidazoles using air as the oxidant
  作者：Songnian Lin、Lihu Yang

  DOI：10.1016/j.tetlet.2005.04.101

  日期：2005.6

  Direct one-step synthesis of various benzimidazoles from phenylenediamines and aldehydes is described using air as the oxidant. The salient features of this method include a simple procedure, mild conditions, no coupling agents or commercial oxidants/additives used, no waste produced (only by-product being water), easy purification, and high generality.

  描述了使用空气作为氧化剂由苯二胺和醛直接一步合成各种苯并咪唑。该方法的显着特征包括操作简单，条件温和，不使用偶联剂或市售氧化剂/添加剂，不产生废物（仅副产物为水），易于纯化且通用性强。
• Synthesis of α-Chloroaldoxime <i>O</i>-Methanesulfonates and Their Use in the Synthesis of Functionalized Benzimidazoles
  作者：Yuhei Yamamoto、Hiroo Mizuno、Takayuki Tsuritani、Toshiaki Mase

  DOI：10.1021/jo8023544

  日期：2009.2.6

  Three different alpha-chloroaldoxime O-methanesulfonates were synthesized to investigate their chemical properties. The compounds were found to be stable and were able to be stored at ambient temperature without any precautions. The reactions with anilines were investigated, and it was found that an additive is required to activate the sulfonate. TMEDA was found to be the most efficient additive, and various benzimidazoles were synthesized through the reaction.
• Sener; Yalcin; Temiz, Il Farmaco, 1997, vol. 52, # 2, p. 99 - 103
  作者：Sener、Yalcin、Temiz、Oren、Akin、Ucarturk

  DOI：——

  日期：——
• 4,5-RING ANNULATED INDOLE DERIVATIVES FOR TREATING OR PREVENTING OF HCV AND RELATED VIRAL INFECTIONS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2064180B1

  公开（公告）日：2016-07-13