S-[1-[5-(dibromomethylidene)-2-oxofuran-3-yl]ethyl] ethanethioate | 247155-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: S-[1-[5-(dibromomethylidene)-2-oxofuran-3-yl]ethyl] ethanethioate
• CAS: 247155-68-6
• 化学式: C₉H₈Br₂O₃S
• 分子量: 356.035
• InChiKey: HCNNBJDYCOJOCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 S-[1-[5-(dibromomethylidene)-2-oxofuran-3-yl]ethyl] ethanethioate 在 盐酸 作用下， 反应 18.0h， 以69%的产率得到Methyl 5-formyl-2-methylthiophene-3-carboxylate
  参考文献：
  名称：

  An unusual synthesis and crystal interaction studies of a highly functionalised thiophene system

  摘要：

  Several novel functionalised thiophenes have been synthesised via an unusual acid catalysed reaction of S-acetyl fimbrolides. The crystal structure analysis of one of the thiophene products reveals interesting intermolecular hydrogen bonding and carbonyl-carbonyl (C=O center dot center dot center dot C=O) dipolar interactions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.071

文献信息

• Production of Furanones
  申请人：Read Roger

  公开号：US20080167373A1

  公开（公告）日：2008-07-10

  The present invention relates to the side chain functionalization of fimbrolides (halogenated 3 -alkyl- 5 -methylene- 2 ( 5 H)-furanones) and their synthetic analogues, that yields fimbrolides substituted with a halogen, an oxygen or a nitrogen functionality in the alkyl chain, especially fimbrolide alcohols, caboxylate and sulfinate and sulfonate esters, ethers, aldehydes, ketones, acids, amides, nitro derivatives, hydrophobic, hydrophilic and fluorophilic alkyl derivatives and polymers.

  本发明涉及纤毛菌素（卤代3-烷基-5-亚甲基-2（5H）-呋喃酮）及其合成类似物的侧链官能化，产生取代了卤素，氧或氮官能团的纤毛菌素，特别是纤毛菌素醇，羧酸酯，磺酸酯，醚，醛，酮，酸，酰胺，硝基衍生物，疏水，亲水和亲氟烷基衍生物和聚合物。
• An unusual synthesis and crystal interaction studies of a highly functionalised thiophene system
  作者：Samuel K. Kutty、Mohan M. Bhadbhade、George Iskander、David StC. Black、Naresh Kumar

  DOI：10.1016/j.tetlet.2014.05.071

  日期：2014.7

  Several novel functionalised thiophenes have been synthesised via an unusual acid catalysed reaction of S-acetyl fimbrolides. The crystal structure analysis of one of the thiophene products reveals interesting intermolecular hydrogen bonding and carbonyl-carbonyl (C=O center dot center dot center dot C=O) dipolar interactions. (C) 2014 Elsevier Ltd. All rights reserved.