3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid | 1578238-21-7

• 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: 3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid
• CAS: 1578238-21-7
• 化学式: C₁₃H₁₀O₄
• 分子量: 230.22
• InChiKey: OGTZDUSMEYYOBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63.58
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 N,N-diethyl-3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxamide
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of amide derivatives of benzodifuran-2-carboxylic acid

  摘要：

  We have synthesized various amide derivatives of benzodifuran-2-carboxylic acid from resorcinol. Reaction of 7-hydroxy-4-methylcoumarin with chloroacetone in anhydrous K2CO3 and dry acetone gave ether derivative of 7-hydroxy-4-methylcoumarin 3 which on reaction with N-bromosuccinimide in chloroform gave corresponding 3-bromo derivative 4. Cyclization of bromo derivative in 10% ethanolic KOH gave benzodifuran-2-carboxylic acid 5. This acid was converted into acid chloride using oxalyl chloride and then substituted with different amines in presence of base, triethylamine to give amide derivatives of benzodifuran-2-carboxylic acid 6. All compounds were screened for antimicrobial activity against two Gram positive bacteria Staphylococus aureus and Bacillus subtilis, two Gram negative bacteria E. coli and P. aeruginosa and one fungus Candida albicans. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.026
• 作为产物：
  描述：

  3-bromo-4-methyl-7-(2-oxopropoxy)-2H-chromen-2-one 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以42%的产率得到3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of amide derivatives of benzodifuran-2-carboxylic acid

  摘要：

  We have synthesized various amide derivatives of benzodifuran-2-carboxylic acid from resorcinol. Reaction of 7-hydroxy-4-methylcoumarin with chloroacetone in anhydrous K2CO3 and dry acetone gave ether derivative of 7-hydroxy-4-methylcoumarin 3 which on reaction with N-bromosuccinimide in chloroform gave corresponding 3-bromo derivative 4. Cyclization of bromo derivative in 10% ethanolic KOH gave benzodifuran-2-carboxylic acid 5. This acid was converted into acid chloride using oxalyl chloride and then substituted with different amines in presence of base, triethylamine to give amide derivatives of benzodifuran-2-carboxylic acid 6. All compounds were screened for antimicrobial activity against two Gram positive bacteria Staphylococus aureus and Bacillus subtilis, two Gram negative bacteria E. coli and P. aeruginosa and one fungus Candida albicans. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.026