methyl (1-allyl-5-oxo-2thioxoimidazolidin-4-ylidene)acetate | 113817-54-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (1-allyl-5-oxo-2thioxoimidazolidin-4-ylidene)acetate
• 英文别名: methyl (2Z)-2-(5-oxo-1-prop-2-enyl-2-sulfanylideneimidazolidin-4-ylidene)acetate
• CAS: 113817-54-2
• 化学式: C₉H₁₀N₂O₃S
• 分子量: 226.256
• InChiKey: CTAKRPXTNOUMRV-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  58.64
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  methyl (1-allyl-3-dimethylamino-5-oxo-2-thioxoimidazolidin-4-yl)acetate 以 乙醇 为溶剂， 反应 4.5h， 以1.3%的产率得到methyl (1-allyl-5-oxo-2thioxoimidazolidin-4-ylidene)acetate
  参考文献：
  名称：

  由（2,2-二甲基肼基）琥珀酸二甲酯与烯丙基和异硫氰酸苯酯反应形成咪唑烷衍生物

  摘要：

  DOI：

  10.1007/bf00475363

文献信息

• Heterocycles by cascade reactions of versatile thioureido-acetamides
  作者：Jens Schmeyers、Gerd Kaupp

  DOI：10.1016/s0040-4020(02)00794-9

  日期：2002.9

  Thioureido-acetamides (1) are quantitatively accessible by gas-solid reaction of amines with thiohydantoins. They are useful starting materials for various heterocyclic syntheses in one-pot cascade reactions with excellent atom economy: 2-iminothiazoles (5) are quantitatively formed from 1 and phenacyl bromide in the solid state. Thioparabanic acids (9) are easily accessible from oxalyl dichloride and 1. Benzils react with 1 to afford functionalized 5,5-diaryl-thiohydantoins (14) and dimethylacetylene dicarboxylate gives 2-imino-5-methylene-thiazolidine-4-ones (17) and (18) upon reaction with 1. The one-pot syntheses of imidazo[1,2-c]pyrimidines (25) and (28) from 1 with benzaldehydes and ethyl cyanoacetate or malodinitrile are benign new accesses to these important heterocycles. All product structures are determined from spectroscopic and chemical data and preferred tautomers are judged by DFT calculations at the B3LYP/6-31G* level. (C) 2002 Elsevier Science Ltd. All rights reserved.
• BREMANIS, G. A.;KEMME, A. A.;KALVINSH, I. YA.;LIEPINSH, EH. EH.;LUKEVITS,+, XIMIYA GETEROTSIKL. SOED.,(1987) N 9, 1219-1223
  作者：BREMANIS, G. A.、KEMME, A. A.、KALVINSH, I. YA.、LIEPINSH, EH. EH.、LUKEVITS,+

  DOI：——

  日期：——
• Formation of imidazolidine derivatives from dimethyl (2,2-dimethylhydrazino)succinate in reactions with allyl and phenyl isothiocyanates
  作者：G. A. Bremanis、A. A. Kemme、I. Ya. Kalvin'sh、�. �. Liepin'sh、�. Lukevits、Ya. Ya. Bleidelis

  DOI：10.1007/bf00475363

  日期：1987.9