5-(氯甲基)-3-糠酰氯 | 246178-77-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 5-(氯甲基)-3-糠酰氯
• 英文名称: 2-(chloromethyl)-4-furancarbonyl chloride
• 英文别名: 5-(Chloromethyl)furan-3-carbonyl chloride
• CAS: 246178-77-8
• 化学式: C₆H₄Cl₂O₂
• 分子量: 179.003
• InChiKey: JGNQGVAUJYHFBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(氯甲基)-3-糠酰氯 在 水 、 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 10.08h， 生成 3-(5-((diethoxyphosphoryl)methyl)furan-3-carboxamido)propanoic acid
  参考文献：
  名称：

  Synthesis of phosphorylated derivatives of furoylglycine and furoyl-β-alanine

  摘要：

  Chloromethylfuroyl chlorides react with alkyl glycinates and beta-alanates to form the corresponding chloromethylfuroyl amides. The compounds obtained are phosphorylated with triethyl phosphite under the conditions of the Arbuzov reaction to give (diethoxyphosphorylmethylfuroyl amides. Alkaline hydrolysis of these compounds proceeds only at the carboxy group leading to (diethoxyphosphorylmethyl)furoylglycine and furoyl-beta-alanine. Selectivity of hydrolysis does not depend on the position of carboxamide and diethoxyphosphorylmethyl groups in the furan ring.

  DOI：

  10.1134/s1070363210070054
• 作为产物：
  描述：

  5-hydroxymethylfuran-3-carboxylic acid 在 氯化亚砜 作用下， 反应 5.0h， 以66%的产率得到5-(氯甲基)-3-糠酰氯
  参考文献：
  名称：

  Pevzner; Ignat'ev; Ionin, Russian Journal of General Chemistry, 1999, vol. 69, # 4, p. 551 - 556

  摘要：

  DOI：

文献信息

• Synthesis and Selected Reactions of 4(5)-Functionalized 2(3)-Furoyl Phosphonates
  作者：L. M. Pevzner

  DOI：10.1134/s1070363219020129

  日期：2019.2

  Approaches to the synthesis of a wide range of phosphorylated derivatives of 3-(furyl)acrylic acid and 4-(furyl)buten-2-one with various functional groups in the furan ring have been developed.
• THIADIAZOLE DERIVATIVES FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
  申请人：GRIFFIOEN Gerard

  公开号：US20090054410A1

  公开（公告）日：2009-02-26

  This invention provides specifically substituted 1,2,4-thiadiazole derivatives for use in the treatment of an α-synucleopathy such as Parkinson's disease, diffuse Lewy body disease, traumatic brain injury, amyotrophic lateral sclerosis, Niemann-Pick disease, Hallervorden-Spatz syndrome, Down syndrome, neuroaxonal dystrophy, multiple system atrophy and Alzheimer's disease. This invention also provides various methods for producing such substituted 1,2,4-thiadiazole derivatives.
• US8541406B2
  申请人：——

  公开号：US8541406B2

  公开（公告）日：2013-09-24
• Synthesis of phosphorylated derivatives of furoylglycine and furoyl-β-alanine
  作者：L. M. Pevzner

  DOI：10.1134/s1070363210070054

  日期：2010.7

  Chloromethylfuroyl chlorides react with alkyl glycinates and beta-alanates to form the corresponding chloromethylfuroyl amides. The compounds obtained are phosphorylated with triethyl phosphite under the conditions of the Arbuzov reaction to give (diethoxyphosphorylmethylfuroyl amides. Alkaline hydrolysis of these compounds proceeds only at the carboxy group leading to (diethoxyphosphorylmethyl)furoylglycine and furoyl-beta-alanine. Selectivity of hydrolysis does not depend on the position of carboxamide and diethoxyphosphorylmethyl groups in the furan ring.
• Pevzner; Ignat'ev; Ionin, Russian Journal of General Chemistry, 1999, vol. 69, # 4, p. 551 - 556
  作者：Pevzner、Ignat'ev、Ionin

  DOI：——

  日期：——