Propyl 3-chloro-2-oxo-3-phenylpropanoate | 139156-82-4

• 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: Propyl 3-chloro-2-oxo-3-phenylpropanoate
• CAS: 139156-82-4
• 化学式: C₁₂H₁₃ClO₃
• 分子量: 240.686
• InChiKey: OORQWANFOGFQOY-UHFFFAOYSA-N

物化性质

• 沸点：
  322.9±35.0 °C(Predicted)
• 密度：
  1.197±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Propyl 3-chloro-2-oxo-3-phenylpropanoate 、 2-methyl-5-phenylthiazolecarboxylic acid thiosemicarbazide 以 乙醇 为溶剂， 反应 3.0h， 以73%的产率得到propyl 2-[2-(2-methyl-5-phenyl-1,3-thiazole-4-carbonyl)hydrazinyl]-5-phenyl-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Synthesis of novel thiazoles bearing hydrazine, thiosemicarbazide, thiazole, and thiazolidinone moieties

  摘要：

  Thiazolecarboxylate esters (I) and (II) react with hydrazine hydrate to give the acid hydrazides (III) and (IV), which then react with KSCN and PhNCS to give high yields of the thiosemicarbazides (V) (VIII). Cyclocondensation of the thiosemicarbazide (V) with 3-phenyl-3-chloro-2-oxopropionic acid derivatives gives compounds with two thiazole moieties (IX)-(XIV). The reaction of the phenylthiosemicarbazides (VII) and (VIII) with chloroacetyl chloride and (or) chloroacetic acid affords the thiazolidinonethiazoles (XV) and (XVI).

  DOI：

  10.1007/bf00959725

文献信息

• A novel one-step efficient method for the synthesis of tetrahydroindoles from 1-(1-pyrrolidino)cyclohexene and chloropyruvates
  作者：Vakhid A. Mamedov、Tat′yana N. Beschastnova、Nataliya A. Zhukova、Aidar T. Gubaidullin、Rustem A. Isanov、Il′dar Kh. Rizvanov

  DOI：10.1016/j.tetlet.2008.05.044

  日期：2008.7

  A highly efficient, one-step, versatile method for the synthesis of tetrahydroindoles has been developed on the basis of new ring formation in the reactions of 1-(1-pyrrolidino)cyclohexene with chloropyruvates.

  基于1-（1-吡咯烷基）环己烯与氯丙酮酸的反应中新的环形成，已经开发了一种高效的一步合成四氢吲哚的方法。
• Synthesis of novel thiazoles bearing hydrazine, thiosemicarbazide, thiazole, and thiazolidinone moieties
  作者：V. A. Mamedov、I. A. Nuretdinov、F. G. Sibgatullina

  DOI：10.1007/bf00959725

  日期：1991.12

  Thiazolecarboxylate esters (I) and (II) react with hydrazine hydrate to give the acid hydrazides (III) and (IV), which then react with KSCN and PhNCS to give high yields of the thiosemicarbazides (V) (VIII). Cyclocondensation of the thiosemicarbazide (V) with 3-phenyl-3-chloro-2-oxopropionic acid derivatives gives compounds with two thiazole moieties (IX)-(XIV). The reaction of the phenylthiosemicarbazides (VII) and (VIII) with chloroacetyl chloride and (or) chloroacetic acid affords the thiazolidinonethiazoles (XV) and (XVI).