(9ci)-2-[(甲基硫代)甲基]-1H-苯并咪唑 | 36000-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: (9ci)-2-[(甲基硫代)甲基]-1H-苯并咪唑
• 英文名称: 2-(methoxymethyl)-1H-benzimidazole
• 英文别名: 2-methylsulfanylmethyl-1H-benzoimidazole；2-(methylsulfanyl-methyl)-1H-benzimidazole；(Bim)CH2SMe；2-(Methylmercapto-methyl)-1H-benzimidazol；2-Methylthiomercaptomethyl-benzimidazol；2-Methylmercaptomethyl-benzimidazol；2-((Methylthio)methyl)-1H-benzo[d]imidazole；2-(methylsulfanylmethyl)-1H-benzimidazole
• CAS: 36000-20-1
• 化学式: C₉H₁₀N₂S
• mdl: MFCD03368337
• 分子量: 178.258
• InChiKey: ZBACAMAWTADQGO-UHFFFAOYSA-N

物化性质

• 沸点：
  385.7±25.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  54
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (9ci)-2-[(甲基硫代)甲基]-1H-苯并咪唑 、 2-氟苯甲醛 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以80%的产率得到6-(methylthio)-benzimidazo[1,2-a]quinoline
  参考文献：
  名称：

  Novel Strategy for Synthesis of Substituted Benzimidazo[1,2-a]quinolines

  摘要：

  An efficient method for the synthesis of benzimidazo[1,2-a]quinolines under transition-metal-free conditions has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and intramolecular Knoevenagel condensation reactions. This method is applicable for the synthesis of a wide range of benzimidazo[1,2-a]quinoline derivatives from readily available 2-fluoroarylaldehyde and benzimidazole substrates.

  DOI：

  10.1021/ol4017723
• 作为产物：
  描述：

  (甲硫基)乙酸 、 邻苯二胺 在 盐酸 作用下， 以 水 为溶剂， 反应 16.0h， 以66%的产率得到(9ci)-2-[(甲基硫代)甲基]-1H-苯并咪唑
  参考文献：
  名称：

  Novel Strategy for Synthesis of Substituted Benzimidazo[1,2-a]quinolines

  摘要：

  An efficient method for the synthesis of benzimidazo[1,2-a]quinolines under transition-metal-free conditions has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and intramolecular Knoevenagel condensation reactions. This method is applicable for the synthesis of a wide range of benzimidazo[1,2-a]quinoline derivatives from readily available 2-fluoroarylaldehyde and benzimidazole substrates.

  DOI：

  10.1021/ol4017723

文献信息

• Studies on the Antitubercular Compounds. XIII. Preparation of Some Derivatives of Benzimidazole and 2,1,3-Benzothiadiazole
  作者：Isao Sekikawa

  DOI：10.1246/bcsj.31.252

  日期：1958.3
• Brembilla, Alain; Roizard, Denis; Lochon, Pierre, Journal de Chimie Physique et de Physico-Chimie Biologique, 1986, vol. 83, # 9, p. 577 - 588
  作者：Brembilla, Alain、Roizard, Denis、Lochon, Pierre

  DOI：——

  日期：——
• Titanium complexes bearing bidentate benzimidazole-containing ligands and their behavior in ethylene polymerization
  作者：Damien Zaher、Atanas K. Tomov、Vernon C. Gibson、Andrew J.P. White

  DOI：10.1016/j.jorganchem.2008.09.057

  日期：2008.12

  A series of potentially bidentate benzimidazolyl ligands of the type (Bim)CH2D (where Bim = benzimidazolyl and D = NMe2 L1, NEt2 L2, NPr2i L3, OMe L4 and SMe L5) has been reacted with Ti(NMe2) 4 to give five- and six-coordinate Ti(IV) complexes of the type [(Bim)CH2D] Ti(NMe2)(3) and [(Bim)CH2D](2)Ti(NMe2)(2), respectively. The X-ray structures of [(Bim)CH2OMe] Ti(NMe2)(3), [(Bim)CH2NMe2](2)Ti(NMe2)(2) and [(Bim)-CH2OMe)](2) Ti(NMe2)(2) are reported along with an evaluation of their behavior in ethylene polymerization. (C) 2008 Elsevier B. V. All rights reserved.
• Synthesis and antiviral assays of some 2-substituted benzimidazole-N-carbamates
  作者：L Garuti、M Roberti、G Gentilomi

  DOI：10.1016/s0014-827x(99)00117-2

  日期：2000.1

  Some 2-substituted benzimidazole-N-carbamates were synthesized and tested in vitro for antiviral activity. Two derivatives were active at noncytotoxic concentrations. The results confirmed the importance of the substituents at the 2-position of benzimidazole; an isopropylcarboxamide group led to the best activity. (C) 2000 Elsevier Science S.A. All rights reserved.
• Synthesis of 5-Aminobenzoimidazo[1,2-a]Quinoline Derivatives Through One-Pot Two-Step Cascade Reaction
  作者：Tsutomu Yokomatsu、Jun-ya Kato、Yutaro Ito、Ryosuke Ijuin、Hiroshi Aoyama

  DOI：10.3987/com-15-s(t)51

  日期：——

  An efficient method for the synthesis of 5-aminobenzimidazo[1,2-a]quinolines with high diversity has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and the Dieckmann Thorpe cyclization. This method is applicable to the synthesis of a wide range of 5-aminobenzimidazo[1,2-ca]quinoline derivatives from readily available 2-fluoroarylnitriles and benzimidazole substrates. Moderate light emission was observed for some 5-aminobenzimidazo[1,2-a]quinolines.