3-acetyl-4-diacetylamino-2-methyl-1-cyanopyrrolo[1,2-a]benzimidazole | 834154-82-4

• 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: 3-acetyl-4-diacetylamino-2-methyl-1-cyanopyrrolo[1,2-a]benzimidazole
• 英文别名: N-acetyl-N-(3-acetyl-1-cyano-2-methylpyrrolo[1,2-a]benzimidazol-4-yl)acetamide
• CAS: 834154-82-4
• 化学式: C₁₈H₁₆N₄O₃
• 分子量: 336.35
• InChiKey: YZFYQPXNKJNACO-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：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-acetyl-4-diacetylamino-2-methyl-1-cyanopyrrolo[1,2-a]benzimidazole 在 盐酸 、 溶剂黄146 作用下， 反应 0.66h， 生成 3-acetyl-2-methyl-4-(4-nitrobenzylideneamino)-1-cyanopyrrolo[1,2-a]benzimidazole
  参考文献：
  名称：

  Cyclization of 3-Ethoxycarbonylmethyl-, 3-Cyanomethyl-, and 3-Acetylmethyl-1-amino-2-methylbenzimidazolium Salts Effected by Acetic Anhydride in the Presence of a Base

  摘要：

  3-Ethoxycarbonylmethyl- and 3-cyanornethyl-1-amino-1-2-methylbenzimidazolium chlorides cyclized at treatment with acetic anhydride in the presence of potassium carbonate to afford a mixture of derivatives of pyrazolo[ 1,5-a]benzimidazole and 4-aminopyrrolo[1,2-a]benzimidazole. Therewith in the first case prevails the process of pyrazole ring fusion, and in the latter pyrrole ring is fused. 3-Aroyl(thenoyl)methyl-1-amino-2-methylbenzimidazolium bromides under the same conditions are converted into I-aroyl(thenoyl)-2-methyl- and 2-4-acetamido-3-acetylpyrrolo[1,2-a]benzimidazoles.

  DOI：

  10.1023/b:rujo.0000034945.99852.58
• 作为产物：
  描述：

  2-甲基-1H-苯并咪唑-1-胺 在 potassium carbonate 作用下， 反应 7.17h， 生成 3-acetyl-4-diacetylamino-2-methyl-1-cyanopyrrolo[1,2-a]benzimidazole
  参考文献：
  名称：

  Cyclization of 3-Ethoxycarbonylmethyl-, 3-Cyanomethyl-, and 3-Acetylmethyl-1-amino-2-methylbenzimidazolium Salts Effected by Acetic Anhydride in the Presence of a Base

  摘要：

  3-Ethoxycarbonylmethyl- and 3-cyanornethyl-1-amino-1-2-methylbenzimidazolium chlorides cyclized at treatment with acetic anhydride in the presence of potassium carbonate to afford a mixture of derivatives of pyrazolo[ 1,5-a]benzimidazole and 4-aminopyrrolo[1,2-a]benzimidazole. Therewith in the first case prevails the process of pyrazole ring fusion, and in the latter pyrrole ring is fused. 3-Aroyl(thenoyl)methyl-1-amino-2-methylbenzimidazolium bromides under the same conditions are converted into I-aroyl(thenoyl)-2-methyl- and 2-4-acetamido-3-acetylpyrrolo[1,2-a]benzimidazoles.

  DOI：

  10.1023/b:rujo.0000034945.99852.58

文献信息

• Cyclization of 3-Ethoxycarbonylmethyl-, 3-Cyanomethyl-, and 3-Acetylmethyl-1-amino-2-methylbenzimidazolium Salts Effected by Acetic Anhydride in the Presence of a Base
  作者：T. A. Kuz'menko、V. V. Kuz'menko†、V. A. Anisimova

  DOI：10.1023/b:rujo.0000034945.99852.58

  日期：2004.2

  3-Ethoxycarbonylmethyl- and 3-cyanornethyl-1-amino-1-2-methylbenzimidazolium chlorides cyclized at treatment with acetic anhydride in the presence of potassium carbonate to afford a mixture of derivatives of pyrazolo[ 1,5-a]benzimidazole and 4-aminopyrrolo[1,2-a]benzimidazole. Therewith in the first case prevails the process of pyrazole ring fusion, and in the latter pyrrole ring is fused. 3-Aroyl(thenoyl)methyl-1-amino-2-methylbenzimidazolium bromides under the same conditions are converted into I-aroyl(thenoyl)-2-methyl- and 2-4-acetamido-3-acetylpyrrolo[1,2-a]benzimidazoles.