(3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-yl)(morpholino)methanone | 1578238-16-0

• 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: (3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-yl)(morpholino)methanone
• 英文别名: (3,5-Dimethylfuro[3,2-f]benzofuran-2-yl)-morpholino-methanone；(3,5-dimethylfuro[3,2-f][1]benzofuran-2-yl)-morpholin-4-ylmethanone
• CAS: 1578238-16-0
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: PMAQUVPFAFSWKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-bromo-4-methyl-7-(2-oxopropoxy)-2H-chromen-2-one 在 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 (3,5-dimethylbenzo[1,2-b:5,4-b']difuran-2-yl)(morpholino)methanone
  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

文献信息

• Synthesis and antimicrobial evaluation of amide derivatives of benzodifuran-2-carboxylic acid
  作者：Jigar N. Soni、Shubhangi S. Soman

  DOI：10.1016/j.ejmech.2014.01.026

  日期：2014.3

  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.