4-methoxy-3-methylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid ethyl ester | 839719-20-9

• 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: 4-methoxy-3-methylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-methoxy-3-methylfuro[3,2-f][1]benzofuran-2-carboxylate
• CAS: 839719-20-9
• 化学式: C₁₅H₁₄O₅
• 分子量: 274.273
• InChiKey: YBUOATCPLBNFHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methoxy-3-methylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid ethyl ester 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 N-ethyl-2-(4-methoxy-3-methylbenzo[1,2-b:5,4-b']difuran-2-carbonyl)hydrazine-1-carbothioamide
  参考文献：
  名称：

  SYNTHESIS OF BENZO[1,2-b: 5,4-b′]- DIFURANYL-TRIAZOLES, -OXADIAZOLES, -THIAZOLIDINONES, -THIADIAZOLES, AND THE USE OF DNA IN EVALUATION OF THEIR BIOLOGICAL ACTIVITY

  摘要：

  lBertzo[1,2-b:5,4-b']difuran-2-carbohydrazides 5a,b were reacted with aryl or alkyl isothiocyanates to give the corresponding thiosemicarbazides 6a-h. Cyclization of the substituted thiosemicarbazides with sodium hydroxide led to the formation of benzo[1,2-6:5,4-b']difuranyl-1,3,4-triazoles 7a-f. Desulfurization. of thiosemicarbazides by mercuric oxide gave benzo[1,2-b:5,4-b']difuranyl-1,3 4-oxadiazoles 8a-f. Treatment of thiosemcarbazides with, ethyl bromoacetate or alpha-bromopropionic acid yielded benzo[1,2-6:5,4-b']difuranyl-carbonyl-hydrazono-4-thiazolidinones 9a-f and 10a-f, respectively. Furthermore, the reaction of the thiosemicarbazides with phosphorus oxychloride gave bettzo[1,2-6:5,4-b']difurartyl-1,3,4-thiadiazoles 11a-f. Some compounds in this study were biologically evaluated for their ability to bind to DNA.

  DOI：

  10.1080/10426500490464140
• 作为产物：
  描述：

  (5-acetyl-4-methoxy-benzofuran-6-yloxy)acetic acid ethyl ester 在 硫酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 4-methoxy-3-methylbenzo[1,2-b:5,4-b']difuran-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  SYNTHESIS OF BENZO[1,2-b: 5,4-b′]- DIFURANYL-TRIAZOLES, -OXADIAZOLES, -THIAZOLIDINONES, -THIADIAZOLES, AND THE USE OF DNA IN EVALUATION OF THEIR BIOLOGICAL ACTIVITY

  摘要：

  lBertzo[1,2-b:5,4-b']difuran-2-carbohydrazides 5a,b were reacted with aryl or alkyl isothiocyanates to give the corresponding thiosemicarbazides 6a-h. Cyclization of the substituted thiosemicarbazides with sodium hydroxide led to the formation of benzo[1,2-6:5,4-b']difuranyl-1,3,4-triazoles 7a-f. Desulfurization. of thiosemicarbazides by mercuric oxide gave benzo[1,2-b:5,4-b']difuranyl-1,3 4-oxadiazoles 8a-f. Treatment of thiosemcarbazides with, ethyl bromoacetate or alpha-bromopropionic acid yielded benzo[1,2-6:5,4-b']difuranyl-carbonyl-hydrazono-4-thiazolidinones 9a-f and 10a-f, respectively. Furthermore, the reaction of the thiosemicarbazides with phosphorus oxychloride gave bettzo[1,2-6:5,4-b']difurartyl-1,3,4-thiadiazoles 11a-f. Some compounds in this study were biologically evaluated for their ability to bind to DNA.

  DOI：

  10.1080/10426500490464140

文献信息

• SYNTHESIS OF BENZO[1,2-b: 5,4-b′]- DIFURANYL-TRIAZOLES, -OXADIAZOLES, -THIAZOLIDINONES, -THIADIAZOLES, AND THE USE OF DNA IN EVALUATION OF THEIR BIOLOGICAL ACTIVITY
  作者：E. M. Keshk、A. A. Abu-Hashem、M. M. Girges、A. H. Abdel-Rahman、F. A. Badria

  DOI：10.1080/10426500490464140

  日期：2004.8

  lBertzo[1,2-b:5,4-b']difuran-2-carbohydrazides 5a,b were reacted with aryl or alkyl isothiocyanates to give the corresponding thiosemicarbazides 6a-h. Cyclization of the substituted thiosemicarbazides with sodium hydroxide led to the formation of benzo[1,2-6:5,4-b']difuranyl-1,3,4-triazoles 7a-f. Desulfurization. of thiosemicarbazides by mercuric oxide gave benzo[1,2-b:5,4-b']difuranyl-1,3 4-oxadiazoles 8a-f. Treatment of thiosemcarbazides with, ethyl bromoacetate or alpha-bromopropionic acid yielded benzo[1,2-6:5,4-b']difuranyl-carbonyl-hydrazono-4-thiazolidinones 9a-f and 10a-f, respectively. Furthermore, the reaction of the thiosemicarbazides with phosphorus oxychloride gave bettzo[1,2-6:5,4-b']difurartyl-1,3,4-thiadiazoles 11a-f. Some compounds in this study were biologically evaluated for their ability to bind to DNA.