sodium (2,2-dicyano-1-methylthioethen-1-yl)thiolate | 19606-83-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: sodium (2,2-dicyano-1-methylthioethen-1-yl)thiolate
• 英文别名: sodium;2,2-dicyano-1-methylsulfanylethenethiolate
• CAS: 19606-83-8
• 化学式: C₅H₃N₂S₂*Na
• 分子量: 178.214
• InChiKey: YRFYGDLRNBGMMO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.84
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  73.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  sodium (2,2-dicyano-1-methylthioethen-1-yl)thiolate 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以77%的产率得到<α-Mercapto-α-methylmercapto-methyliden>-malodinitril
  参考文献：
  名称：

  Design and Synthesis of the First Thiophene Thioglycosides

  摘要：

  A novel reported method for preparation of the first thiophene thioglycosides via a one-pot reaction of sodium thiophenethiolate salts with 2,3,4,6-tetra-O-acetyl--D-gluco- and galactopyranosyl bromides has been studied. The sodium thiophenethiolate salts were prepared using sodium cyanoethylene thiolate salts.

  DOI：

  10.1080/00397910802590928
• 作为产物：
  描述：

  2-(2,4-dithia-1,5-disodapentan-3-ylidene)propanedinitrile 、 碘甲烷 以 乙醇 为溶剂， 反应 0.5h， 生成 sodium (2,2-dicyano-1-methylthioethen-1-yl)thiolate
  参考文献：
  名称：

  2-溴-1-芳基亚乙基丙二腈—稠合吡啶区域选择性合成的简便试剂

  摘要：

  2-溴-1-芳基乙叉基丙二腈与共轭硫代乙腈反应生成区域选择性S烷基化产物，该产物随后可参与Thorpe反应。所得的烯氨基丙烯腈在碱催化下形成吡啶环，产生噻吩并吡啶。根据该通用方案，功能上取代的噻吩并[3,2- b ]吡啶，噻唑并[4,5- b ]吡啶，噻吩并[3,2- b：4,5- b ]二吡啶，它们的氢化类似物和吡啶基合成了[2'，3'：4,5]噻吩并[2,3- d ]嘧啶。

  DOI：

  10.1016/s0040-4020(97)00847-8

文献信息

• A convenient one-pot synthesis of novel functionalized thiophene, thieno[2,3-<i>b</i>] thiophene, thiopyran, and thiopyrano[2,3-<i>b</i>]thiopyran bearing phosphonate groups
  作者：Tarik E. Ali、Mohammed A. Assiri

  DOI：10.1080/17415993.2021.1909027

  日期：2021.9.3

  ABSTRACT Design of some novel functionalized thiophene, thieno[2,3-b]thiophene, thiopyran and thiopyrano[2,3-b]thiopyran bearing phosphonate groups was described in one-pot through simple two steps. The methodology depended on the reaction of three-component of chloroacetyl chloride with triethyl phosphite in the presence of sodium 2,2-dicyanoethene-1,1-bis(thiolate) or sodium (2,2-dicyano-1-methy

  摘要 一些新型官能化噻吩、噻吩并[2,3- b ]噻吩、噻喃和含有膦酸酯基团的噻喃并[2,3- b ]噻喃的设计通过简单的两步在一锅法中进行了描述。该方法取决于氯乙酰氯的三组分与亚磷酸三乙酯在 2,2-二氰基乙烯-1,1-双（硫醇）钠或 (2,2-二氰基-1-甲硫基乙烯-1- yl)thiolate 以一定的顺序。
• Fishwick, Brian R.; Rowles, David K.; Stirling, Charles J. M., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1171 - 1180
  作者：Fishwick, Brian R.、Rowles, David K.、Stirling, Charles J. M.

  DOI：——

  日期：——
• Design and Synthesis of the First Thiophene Thioglycosides
  作者：Galal H. Elgemeie、Shahinaz H. Elsayed、Ashraf S. Hassan

  DOI：10.1080/00397910802590928

  日期：2009.4.22

  A novel reported method for preparation of the first thiophene thioglycosides via a one-pot reaction of sodium thiophenethiolate salts with 2,3,4,6-tetra-O-acetyl--D-gluco- and galactopyranosyl bromides has been studied. The sodium thiophenethiolate salts were prepared using sodium cyanoethylene thiolate salts.
• 2-Bromo-1-arylethylidenemalononitriles — Convenient reagents for the regioselective synthesis of fused pyridines
  作者：Vasilii A. Artyomov、Vladimir L. Ivanov、Anatolii M. Shestopalov、Victor P. Litvinov

  DOI：10.1016/s0040-4020(97)00847-8

  日期：1997.9

  subsequently involved in the Thorpe reaction. Resulting enaminoacrylonitriles form pyridine ring under base catalysis yielding thienodipyridines. According to this common scheme, functionally substituted thieno[3,2-b]pyridines, thiazolo[4,5-b]pyridines, thieno[3,2-b:4,5-b]dipyridines, their hydrogenated analogues, and pyrido[2′,3′:4,5]thieno[2,3-d]pyrimidine were synthesized.

  2-溴-1-芳基乙叉基丙二腈与共轭硫代乙腈反应生成区域选择性S烷基化产物，该产物随后可参与Thorpe反应。所得的烯氨基丙烯腈在碱催化下形成吡啶环，产生噻吩并吡啶。根据该通用方案，功能上取代的噻吩并[3,2- b ]吡啶，噻唑并[4,5- b ]吡啶，噻吩并[3,2- b：4,5- b ]二吡啶，它们的氢化类似物和吡啶基合成了[2'，3'：4,5]噻吩并[2,3- d ]嘧啶。