2-ethoxycarbonylmethylthio-3-phenyl-5-phenylmethylene-4H-imidazol-4-one | 145694-01-5

• 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: 2-ethoxycarbonylmethylthio-3-phenyl-5-phenylmethylene-4H-imidazol-4-one
• 英文别名: (4-benzyliden-5-oxo-1-phenyl-4,5-dihydro-1H-imidazol-2-ylmercapto)-acetic acid ethyl ester；(4-Benzyliden-5-oxo-1-phenyl-4,5-dihydro-1H-imidazol-2-ylmercapto)-essigsaeure-aethylester；ethyl 2-[(4Z)-4-benzylidene-5-oxo-1-phenylimidazol-2-yl]sulfanylacetate
• CAS: 145694-01-5
• 化学式: C₂₀H₁₈N₂O₃S
• 分子量: 366.441
• InChiKey: IUZGROPHJLKZCK-LGMDPLHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  84.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (Z)-3-Phenyl-2-phenyliminomethyleneamino-acrylic acid ethyl ester 在 sodium sulfide 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 2-ethoxycarbonylmethylthio-3-phenyl-5-phenylmethylene-4H-imidazol-4-one
  参考文献：
  名称：

  An Efficient Synthesis of 2-Alkylthio- 5-phenylmethylidene-4H-imidazolin-4-ones

  摘要：

  2-Alkylthio-5-phenylmethylidene-4H-imidazolin-4-ones 5 were synthesized by S-alkylation of thioimidazolinones 4, which were obtained via cyclization of carbodiimides 2 with Na2S/HOAc. The direct reaction of carbodiimides 2 with butylthiol could not give 2-butylthio-4H-imidazolin-4-ones 3.

  DOI：

  10.1081/scc-120018686

文献信息

• Synthesis and Fungicidal Activities of 2-Alkylthio-5-phenylmethylene-4H-imidazol-4-ones
  作者：Yong Sun、Ming-Wu Ding

  DOI：10.1080/713744555

  日期：2003.10.1

  2-Alkylthio-5-phenylmethylidene-4H-imidazol-4-ones 4 were synthesized by S-alkylation of 2-thioxo-3-aryl-4-imidazolidinones 3 , which were obtained via cyclization of isothiocyanate 2 with aromatic primary amines. 3 and 4 exhibited good fungicidal activity against Physalospora piricola .

  2-Alkylthio-5-phenylmethylidene-4H-imidazol-4-ones 4 是通过2-thioxo-3-aryl-4-imidazolidinones 3 的S-烷基化合成的，2-thioxo-3-aryl-4-imidazolidinones 3 是通过异硫氰酸酯2 与芳香伯胺环化得到的。3和4表现出良好的抗锈病菌的杀菌活性。
• A Further Study of the Cyclization of Ureido Derivatives of Unsymmetrical Iminodi-basic Acids Together with the Synthesis of Certain Hydantoins and Other Related Compounds¹
  作者：Doris R. Seeger、Anne MacMillan

  DOI：10.1021/ja01259a061

  日期：1942.7