1-methyl-2-[(3-nitro-2-pyridyl)(ethoxycarbonyl)methylene]-2,3-dihydrobenzimidazole | 423767-02-6

• 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: 1-methyl-2-[(3-nitro-2-pyridyl)(ethoxycarbonyl)methylene]-2,3-dihydrobenzimidazole
• 英文别名: 1-Methyl-2-[(3-nitro-2-pyridyl)(ethoxycarbonyl)-methylene]-2,3-dihydrobenzimidazole；ethyl 2-(3-methyl-1H-benzimidazol-2-ylidene)-2-(3-nitropyridin-2-yl)acetate
• CAS: 423767-02-6
• 化学式: C₁₇H₁₆N₄O₄
• 分子量: 340.338
• InChiKey: WYAXXSUTRYTKPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-methyl-2-[(3-nitro-2-pyridyl)(ethoxycarbonyl)methylene]-2,3-dihydrobenzimidazole 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以0.33 g的产率得到1-methyl-2-(3-nitro-2-pyridylmethyl)benzimidazole
  参考文献：
  名称：

  摘要：

  2-(3-Nitro-2-pyridylmethyl)benzazoles were synthesized, and their photochromic properties were studied by flash photolysis. Introduction of a nitropyridyl instead of the nitrophenyl moiety into the 2-methyl group insignificantly increases the basicity of the methylene group. Nitropyridyl-substituted benzazoles give rise to three detectable photoinduced forms: the corresponding anion at pH > 10, azarnerocyanine at pH approximate to 4, and monomethinecyanine at pH approximate to 1. Irradiation of solutions of weakly basic benzoxazole and benzothiazole derivatives at pH approximate to 4 results in formation of neutral chelate structures in which the hydrogen atom is linked simultaneously to two nitrogen atoms: one in the pyridine ring, and the second, in the azole ring.

  DOI：

  10.1023/a:1013237222718
• 作为产物：
  描述：

  2-羟基吡啶 在 sodium hydroxide 、 五氯化磷 、 硫酸 、 硝酸 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 1.33h， 生成 1-methyl-2-[(3-nitro-2-pyridyl)(ethoxycarbonyl)methylene]-2,3-dihydrobenzimidazole
  参考文献：
  名称：

  摘要：

  2-(3-Nitro-2-pyridylmethyl)benzazoles were synthesized, and their photochromic properties were studied by flash photolysis. Introduction of a nitropyridyl instead of the nitrophenyl moiety into the 2-methyl group insignificantly increases the basicity of the methylene group. Nitropyridyl-substituted benzazoles give rise to three detectable photoinduced forms: the corresponding anion at pH > 10, azarnerocyanine at pH approximate to 4, and monomethinecyanine at pH approximate to 1. Irradiation of solutions of weakly basic benzoxazole and benzothiazole derivatives at pH approximate to 4 results in formation of neutral chelate structures in which the hydrogen atom is linked simultaneously to two nitrogen atoms: one in the pyridine ring, and the second, in the azole ring.

  DOI：

  10.1023/a:1013237222718