4-cyano-N-(1,3-dihydrobenzimidazol-2-ylidene)benzamide

• 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-cyano-N-(1,3-dihydrobenzimidazol-2-ylidene)benzamide
• 化学式: C₁₅H₁₀N₄O
• 分子量: 262.271
• InChiKey: FHVGTWAOXKHPRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-cyano-N-(1,3-dihydrobenzimidazol-2-ylidene)benzamide 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 4-(N-isopropylamidino)-N-(1H-benzimidazol-2-yl)benzamide hydrochloride
  参考文献：
  名称：

  Synthesis, Crystal Structure Determination and Antiproliferative Evaluation of Novel Benzazoyl Benzamides

  摘要：

  A series of benzazoyl-benzamides containing different substituents (7-17) were synthesized by condensation of 2-aminobenzazole derivatives (3a-6) with p-substituted benzoyl chlorides. All compounds were characterized by IR, H-1 and C-13 NMR, MS and elemental analysis. Crystal structure was determined for the compound (9). Some of the new synthesized compounds (7-17) were screened for antitumor activities. Based on presented in vitro screening results we may conclude that compounds (10, 15a, 15b and 16) showed accentuated cell growth inhibitory activity.

  DOI：

  10.3987/com-06-10844
• 作为产物：
  描述：

  2-氨基苯并咪唑 、 对氰基苯甲酰氯 在 三乙胺 作用下， 以 甲苯 为溶剂， 以57.13%的产率得到4-cyano-N-(1,3-dihydrobenzimidazol-2-ylidene)benzamide
  参考文献：
  名称：

  Synthesis, Crystal Structure Determination and Antiproliferative Evaluation of Novel Benzazoyl Benzamides

  摘要：

  A series of benzazoyl-benzamides containing different substituents (7-17) were synthesized by condensation of 2-aminobenzazole derivatives (3a-6) with p-substituted benzoyl chlorides. All compounds were characterized by IR, H-1 and C-13 NMR, MS and elemental analysis. Crystal structure was determined for the compound (9). Some of the new synthesized compounds (7-17) were screened for antitumor activities. Based on presented in vitro screening results we may conclude that compounds (10, 15a, 15b and 16) showed accentuated cell growth inhibitory activity.

  DOI：

  10.3987/com-06-10844

文献信息

• 2-Aminobenzimidazole and -benzoxazole as N-nucleophile in palladium-catalysed aminocarbonylation
  作者：Máté Gergely、Attila Bényei、László Kollár

  DOI：10.1016/j.tet.2020.131079

  日期：2020.4

  Palladium-catalysed aminocarbonylation of aryl iodides in the presence of 2-aminobenzimidazole and 2-aminobenzoxazole as N-nucleophile was carried out. Single CO insertion took place, however, instead of the expected carboxamides (C(O)NH) the corresponding N-acyl-imine (C(O)NC) derivatives were obtained. The structure of the latter compounds can be explained by tautomerization involving the heterocyclic

  在2-氨基苯并咪唑和2-氨基苯并恶唑作为N-亲核试剂的存在下，钯催化芳基碘的氨基羰基化反应。仅发生一次CO插入，但是获得了相应的N-酰基亚胺（C（O）N C）衍生物，而不是预期的羧酰胺（C（O）NH）。后一种化合物的结构可以通过涉及杂环的互变异构来解释。通过在杂环的NH基上甲基化证明了以上没有酰胺-NH部分的结构。所得的单和二甲基化的苯并咪唑衍生物，以及单甲基化的苯并恶唑衍生物，如母体N-酰化的化合物，被充分表征，包括单晶X射线晶体学。
• Synthesis, Crystal Structure Determination and Antiproliferative Evaluation of Novel Benzazoyl Benzamides
  作者：Kristina Starcevic、Irena Caleta、Dominik Cincic、Branko Kaitner、Marijeta Kralj、Katja Ester、Grace M. Karminski-Zamola

  DOI：10.3987/com-06-10844

  日期：——

  A series of benzazoyl-benzamides containing different substituents (7-17) were synthesized by condensation of 2-aminobenzazole derivatives (3a-6) with p-substituted benzoyl chlorides. All compounds were characterized by IR, H-1 and C-13 NMR, MS and elemental analysis. Crystal structure was determined for the compound (9). Some of the new synthesized compounds (7-17) were screened for antitumor activities. Based on presented in vitro screening results we may conclude that compounds (10, 15a, 15b and 16) showed accentuated cell growth inhibitory activity.