1,2-di(3-methylbenzofuran-2-ylcarbonyl)hydrazine | 1186680-33-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 1,2-di(3-methylbenzofuran-2-ylcarbonyl)hydrazine
• 英文别名: 3-methyl-N'-(3-methyl-1-benzofuran-2-carbonyl)-1-benzofuran-2-carbohydrazide
• CAS: 1186680-33-0
• 化学式: C₂₀H₁₆N₂O₄
• 分子量: 348.358
• InChiKey: NBPGHOCFHGXJCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲基苯并呋喃-2-羧酸肼 、 3-甲基苯并呋喃-2-碳酰氯 在 吡啶 作用下， 以75%的产率得到1,2-di(3-methylbenzofuran-2-ylcarbonyl)hydrazine
  参考文献：
  名称：

  Convenient synthesis and antimicrobial evaluation of some novel 2-substituted-3-methylbenzofuran derivatives

  摘要：

  The reaction of 3-methylbenzofuran-2-carbohydrazide (1) with 1-phenyl-2-bromoethanone (2a) or 2-chloro-1-(4-chlorophenyl)ethanone (2b) afforded (Z)-1,2-di[(3-methylbenzofuran-2-carbohydrazido]-1-arylethenes Sa and 5b, respectively. Single crystal X-ray analyses of compound 5a proved that the reaction proceeds in 2:1 molar ratio and ruled out the other possible structures 1,3,4-oxadiazine derivative 6 or E-isomer 7. Furthermore, both of 3-(3-methylbenzofuran-2-yl)-3-oxopropanenitrile (9) and 3-methyl-2-benzofuranoyl chloride (15) were used as starting materials for the synthesis of several compounds, such as pyrazoles 10 and 14, oxime 11, hydrazones 12a, b and 3,1-bezoxazine 19. The newly synthesized compounds were tested for their antimicrobial activity against five fungal species and four bacterial species also their minimum inhibitory concentration (MIC) against most of test organisms was performed. Some of these compounds exhibited a significant antimicrobial activity. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.02.020

文献信息

• Convenient synthesis and antimicrobial evaluation of some novel 2-substituted-3-methylbenzofuran derivatives
  作者：Hatem A. Abdel-Aziz、Amal A.I. Mekawey、Kamal M. Dawood

  DOI：10.1016/j.ejmech.2009.02.020

  日期：2009.9

  The reaction of 3-methylbenzofuran-2-carbohydrazide (1) with 1-phenyl-2-bromoethanone (2a) or 2-chloro-1-(4-chlorophenyl)ethanone (2b) afforded (Z)-1,2-di[(3-methylbenzofuran-2-carbohydrazido]-1-arylethenes Sa and 5b, respectively. Single crystal X-ray analyses of compound 5a proved that the reaction proceeds in 2:1 molar ratio and ruled out the other possible structures 1,3,4-oxadiazine derivative 6 or E-isomer 7. Furthermore, both of 3-(3-methylbenzofuran-2-yl)-3-oxopropanenitrile (9) and 3-methyl-2-benzofuranoyl chloride (15) were used as starting materials for the synthesis of several compounds, such as pyrazoles 10 and 14, oxime 11, hydrazones 12a, b and 3,1-bezoxazine 19. The newly synthesized compounds were tested for their antimicrobial activity against five fungal species and four bacterial species also their minimum inhibitory concentration (MIC) against most of test organisms was performed. Some of these compounds exhibited a significant antimicrobial activity. (C) 2009 Elsevier Masson SAS. All rights reserved.