ethyl 4-methylthio-3-phenyl-2-thioxo-2,3-dihydro-1,3-oxazole-5-carboxylate | 153648-49-8

• 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 4-methylthio-3-phenyl-2-thioxo-2,3-dihydro-1,3-oxazole-5-carboxylate
• 英文别名: ethyl 4-methylthio-3-phenyl-2-thioxo-1,3-oxazoline-5-carboxylate；ethyl 4-methylsulfanyl-3-phenyl-2-sulfanylidene-1,3-oxazole-5-carboxylate
• CAS: 153648-49-8
• 化学式: C₁₃H₁₃NO₃S₂
• 分子量: 295.383
• InChiKey: VSLKDDRFNGRDSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  96.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-methylthio-3-phenyl-2-thioxo-2,3-dihydro-1,3-oxazole-5-carboxylate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以67%的产率得到4-methylthio-3-phenyl-2-thioxo-1,3-oxazoline-5-carboxylic acid
  参考文献：
  名称：

  Doelling, Wolfgang; Gildenast, Thomas, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 82, # 1-4, p. 163 - 170

  摘要：

  DOI：
• 作为产物：
  描述：

  S-ethyl O-(ethoxycarbonylmethyl) dithiocarbonate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 ethyl 4-methylthio-3-phenyl-2-thioxo-2,3-dihydro-1,3-oxazole-5-carboxylate
  参考文献：
  名称：

  Doelling, Wolfgang; Gildenast, Thomas, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 82, # 1-4, p. 163 - 170

  摘要：

  DOI：

文献信息

• Crystal structure of ethyl 4-methylthio-3-phenyl-2-thioxo-2,3-dihydro-1,3-oxazole-5-carboxylate
  作者：Frank W. Heinemann、Wolfgang Dölling、Thomas Gildenast、Helmut Hartung

  DOI：10.1007/bf01665176

  日期：1995.5

  The title compound C13H13NO3S2 crystallizes in the triclinic space group P $($) over bar$$ 1 (Z = 2) with lattice constants a = 8.382(2), b = 10.042(2), c = 10.134(2) Angstrom, alpha = 119.35(1)degrees, beta = 101.40(1)degrees and gamma = 90.54(1)degrees. The interplanar angle between the least squares planes of the 1,3-oxazoline ring and the phenyl ring amounts to 90.2 degrees, thus hindering conjugation between the benzene and heterocyclic system. The observed bond parameters of the five-membered heterocycle suggest a significant contribution from a zwitterionic dipolar limiting structure [38.7(5)%] to the description of this ring system. The particular contributions of the resonance structures were estimated by calculations using the HOSE model on the base of the observed bond lengths.
• Doelling Wolfgang, Gildenast Thomas, Phosph., Sulfur and Silicon and Relat. Elem, 82 (1993) N 1-4, S 163- 169
  作者：Doelling Wolfgang, Gildenast Thomas

  DOI：——

  日期：——
• Doelling, Wolfgang; Gildenast, Thomas, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 82, # 1-4, p. 163 - 170
  作者：Doelling, Wolfgang、Gildenast, Thomas

  DOI：——

  日期：——