Ethyl 2-benzoylamino-3-acrylate | 109300-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl 2-benzoylamino-3-acrylate
• 英文别名: ethyl 2-benzamido-3,3-bis(methylthio)acrylate；Ethyl 2-benzamido-3,3-bis(methylsulfanyl)prop-2-enoate
• CAS: 109300-08-5
• 化学式: C₁₄H₁₇NO₃S₂
• 分子量: 311.426
• InChiKey: PWXYDGYCYFZRRT-UHFFFAOYSA-N

物化性质

• 熔点：
  116-118 °C
• 沸点：
  488.1±45.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 2-benzoylamino-3-acrylate 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以70%的产率得到ethyl 5-(methylthio)-2-phenylthiazole-4-carboxylate
  参考文献：
  名称：

  Synthesis of 2,4,5-Trisubstituted Thiazoles via Lawesson’s Reagent-Mediated Chemoselective Thionation–Cyclization of Functionalized Enamides

  摘要：

  An efficient route to 2-phenyl/(2-thienyl)-5-(het)aryl/(methylthio)-4-functionalized thiazoles via one-step chemoselective thionation-cyclization of highly functionalized enamides mediated by Lawesson's reagent is reported. These enamide precursors are obtained by nucleophilic ring-opening of 2-phenyl/(2-thienyl)-4-[bis(methylthio)/(methylthio)(het)arylmethylene]-5-oxazolones with alkoxides and a variety of primary aromatic/aliphatic amines or amino acid esters, leading to the introduction of an ester, an N-substituted carboxamide, or a peptide functionality in the 4-position of the product thiazoles.

  DOI：

  10.1021/jo401208u
• 作为产物：
  描述：

  4-(Bis-methylmercaptomethylen)-2-phenyl-2-oxazolin-5-on 、 甲醇 在 sodium tetrahydroborate 作用下， 反应 2.0h， 以86%的产率得到Ethyl 2-benzoylamino-3-acrylate
  参考文献：
  名称：

  Roy, Jalpana, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 4, p. 433 - 434

  摘要：

  DOI：

文献信息

• 4-Bis(methylthio)methylene-2-phenyloxazol-5-one: Versatile Template for Synthesis of 2-Phenyl-4,5-functionalized Oxazoles
  作者：Nimesh C. Misra、H. Ila

  DOI：10.1021/jo100941f

  日期：2010.8.6

  4-Bis(methylthio)methylene-2-phenyloxazol-5-one has been shown to be a versatile template for the synthesis of various 2-phenyl-3,4-substituted oxazoles via nucleophilic ring-opening of oxazolone with various oxygen, nitrogen, and carbon nucleophiles and subsequent 5-endo cyclization of the resulting acyclic adducts in the presence of silver carbonate.
• Tripathy, Pradeep K.; Roy, Jalpana; Mukerjee, Arya K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1275 - 1276
  作者：Tripathy, Pradeep K.、Roy, Jalpana、Mukerjee, Arya K.

  DOI：——

  日期：——
• TRIPATHY, PRADEEP K.;ROY, JALPANA;MUKERJEE, ARYA K., INDIAN J. CHEM., 25,(1986) N 12, 1275-1276
  作者：TRIPATHY, PRADEEP K.、ROY, JALPANA、MUKERJEE, ARYA K.

  DOI：——

  日期：——