ethyl 2-methyl-2-(2'-thiopyridyl)ethanoate | 114827-49-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: ethyl 2-methyl-2-(2'-thiopyridyl)ethanoate
• 英文别名: 2-(1-(ethoxycarbonyl)ethylthio)pyridine；Ethyl 2-(pyridin-2-ylsulfanyl)propanoate；ethyl 2-pyridin-2-ylsulfanylpropanoate
• CAS: 114827-49-5
• 化学式: C₁₀H₁₃NO₂S
• 分子量: 211.285
• InChiKey: KEEXIBVEPRLFHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-methyl-2-(2'-thiopyridyl)ethanoate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以57%的产率得到2-<1-(ethoxycarbonyl)ethylsulphinyl>pyridine
  参考文献：
  名称：

  Crich, David; Lin, Linda B. L., Journal of Chemical Research, Miniprint, 1987, # 11, p. 2928 - 2941

  摘要：

  DOI：
• 作为产物：
  描述：

  乳酸乙酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 ethyl 2-methyl-2-(2'-thiopyridyl)ethanoate
  参考文献：
  名称：

  Conversion of Hydroxyl Groups in Alcohols to Other Functional Groups withN-Hydroxy-2-thiopyridone, and Its Application to Dialkylamines and Thiols

  摘要：

  对由醇、草酰氯和N-羟基-2-噻吩酮反应制备的N-烷氧基草酰氧基-2-噻吩酮的还原脱羧反应进行了研究，无论是在没有还是有烯烃化合物存在的情况下。同样，与烯醇和炔醇的反应得到了相应的内酯衍生物。另一方面，通过与脂肪族硫醇的相同反应得到了不对称的烷基-2-吡啶基二硫化物。

  DOI：

  10.1246/bcsj.64.57

文献信息

• Rate constants for chalcogen group transfers in bimolecular substitution reactions with primary alkyl radicals
  作者：Dennis P. Curran、Amanda A. Martin-Esker、Sung Bo Ko、Martin Newcomb

  DOI：10.1021/jo00069a036

  日期：1993.8

  Rate constants for group transfers of the MeS, PhS, PhSe, and PhTe groups from chalcogen-substituted acetate, acetonitrile, malonate, and malononitrile compounds, from N-(phenylthio) phthalimide and from Me2S2 and Ph2S2 to primary alkyl radicals, have been determined by competition kinetics using PTOC esters as the radical precursors and competing trapping agents. Thio group transfers from malononitrile derivatives are marginally faster than the corresponding group transfer from the symmetrical disulfide, and the rate constant for PhSe group transfer from PhSeSePh is greater than those from the derivatives studied here. Substituent effects suggest that the chalcogen transfer reactions may be concerted. For three cases in which direct comparisons can be made, the rate constants for reactions of phenylchalcogenides are approximately equal to those for halogen atom transfer when the chalcogen and halide are in the same row of the periodic table and the radical resulting from displacement is the same. The rate constants reported in this work will be useful for the rational design of synthetic schemes based on homolytic group transfer chemistry.
• Borah; Sarma, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 8, p. 592 - 596
  作者：Borah、Sarma

  DOI：——

  日期：——
• TOGO, HIDEO;FUJII, MISA;YOKOYAMA, MASATAKA, BULL. CHEM. SOC. JAP., 64,(1991) N, C. 57-67
  作者：TOGO, HIDEO、FUJII, MISA、YOKOYAMA, MASATAKA

  DOI：——

  日期：——
• CRICH, DAVID;LIM, LINDA B. L., J. CHEM. RES. SYNOP.,(1987) 353
  作者：CRICH, DAVID、LIM, LINDA B. L.

  DOI：——

  日期：——
• Conversion of Hydroxyl Groups in Alcohols to Other Functional Groups with<i>N</i>-Hydroxy-2-thiopyridone, and Its Application to Dialkylamines and Thiols
  作者：Hideo Togo、Misa Fujii、Masataka Yokoyama

  DOI：10.1246/bcsj.64.57

  日期：1991.1

  The radical decarboxylation reaction of N-alkoxyoxalyloxy-2-thiopyridone which was prepared by the reaction of alcohol, oxalyl chloride, and N-hydroxy-2-thiopyridone was studied both in the absence and presence of olefinic compounds. The same reactions with olefinic and acetylenic alcohols gave the corresponding lactone derivatives. On the other hand the unsymmetrical alkyl 2-pyridyl disulfides were obtained by the same reaction with aliphatic thiols.

  对由醇、草酰氯和N-羟基-2-噻吩酮反应制备的N-烷氧基草酰氧基-2-噻吩酮的还原脱羧反应进行了研究，无论是在没有还是有烯烃化合物存在的情况下。同样，与烯醇和炔醇的反应得到了相应的内酯衍生物。另一方面，通过与脂肪族硫醇的相同反应得到了不对称的烷基-2-吡啶基二硫化物。