ethyl 2-(3-ethylthioureido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate | 59898-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: ethyl 2-(3-ethylthioureido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate
• 英文别名: 2-(3-ethyl-thioureido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid ethyl ester；4H-Cyclopenta(b)thiophene-3-carboxylic acid, 5,6-dihydro-2-(((ethylamino)thioxomethyl)amino)-, ethyl ester；ethyl 2-(ethylcarbamothioylamino)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate
• CAS: 59898-48-5
• 化学式: C₁₃H₁₈N₂O₂S₂
• 分子量: 298.43
• InChiKey: YHDWJASHHIABTO-UHFFFAOYSA-N

物化性质

• 熔点：
  199 °C(Solv: 1,4-dioxane (123-91-1))
• 沸点：
  439.5±55.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(3-ethylthioureido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate 在 氨 、 水 、 potassium carbonate 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 3-ethyl-2-α-lactosylthio-2,3,6,7-tetrahydro-1H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  Synthesis of Novel Substituted 2-Lactosylthiothieno[2,3-d]pyrimidin-4(3H)-one Derivatives

  摘要：

  The title compounds substituted 2‐lactosylthiothieno[2,3‐d]pyrimidin‐4‐ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2‐thioxo‐thieno[2,3‐d]pyrimidin‐4‐ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta‐O‐acetyl‐lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI‐MS, and elemental analysis.

  DOI：

  10.1002/jhet.1794
• 作为产物：
  描述：

  环戊酮 在 sulfur 、 三乙胺 作用下， 反应 3.0h， 生成 ethyl 2-(3-ethylthioureido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate
  参考文献：
  名称：

  Synthesis of Novel Substituted 2-Lactosylthiothieno[2,3-d]pyrimidin-4(3H)-one Derivatives

  摘要：

  The title compounds substituted 2‐lactosylthiothieno[2,3‐d]pyrimidin‐4‐ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2‐thioxo‐thieno[2,3‐d]pyrimidin‐4‐ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta‐O‐acetyl‐lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI‐MS, and elemental analysis.

  DOI：

  10.1002/jhet.1794

文献信息

• Synthèse et propriétés pharmacologiques de quelques thiéno[2,3-d]pyrimidin-4-one 2-thiones
  作者：A Cannito、M Perrissin、C Luu-Duc、F Huguet、C Gaultier、G Narcisse

  DOI：10.1016/0223-5234(90)90128-p

  日期：1990.10
• CANNITO, A.;PERRISSIN, M.;LUU-DUC, C.;HUGUET, F.;GAULTIER, C.;NARCISSE, G+, EUR. J. MED. CHEM., 25,(1990) N, C. 635-639
  作者：CANNITO, A.、PERRISSIN, M.、LUU-DUC, C.、HUGUET, F.、GAULTIER, C.、NARCISSE, G+

  DOI：——

  日期：——
• DEVANI M. B.; SHISHOO C. J.; PATHAK U. S.; PARIKH S. H.; SHAH G. F.; PADH+, J. PHARM. SCI., 1976, 65, NO 5, 660-664
  作者：DEVANI M. B.、 SHISHOO C. J.、 PATHAK U. S.、 PARIKH S. H.、 SHAH G. F.、 PADH+

  DOI：——

  日期：——
• Synthesis of Novel Substituted 2-Lactosylthiothieno[2,3-<i>d</i>]pyrimidin-4(3<i>H</i>)-one Derivatives
  作者：Qiu-hong Dai、Kai Yan、Ming-guo Liu

  DOI：10.1002/jhet.1794

  日期：2014.9

  The title compounds substituted 2‐lactosylthiothieno[2,3‐d]pyrimidin‐4‐ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2‐thioxo‐thieno[2,3‐d]pyrimidin‐4‐ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta‐O‐acetyl‐lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI‐MS, and elemental analysis.