2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetic acid | 122180-35-2

• 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: 2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetic acid
• 英文别名: (5-oxo-4,4-diphenyl-4,5-dihydro-1H-imidazol-2-ylmercapto)-acetic acid；(5-Oxo-4,4-diphenyl-4,5-dihydro-1H-imidazol-2-ylmercapto)-essigsaeure；2-[(5-oxo-4,4-diphenyl-1H-imidazol-2-yl)sulfanyl]acetic acid
• CAS: 122180-35-2
• 化学式: C₁₇H₁₄N₂O₃S
• 分子量: 326.376
• InChiKey: DBDBICPCSZOXRQ-UHFFFAOYSA-N

物化性质

• 熔点：
  200 °C
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetic acid 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以65%的产率得到苯妥英
  参考文献：
  名称：

  A Novel Synthesis of Some New Imidazothiazole and Glycocyamidine Derivatives and Studies on Their Antimicrobial Activities

  摘要：

  5,5-diphenyl-2-thioxoimidazolidin-4-one (1) reacted with chloroacetic acid 2a and ethyl chloroacetate 2b in an alkaline medium to afford 2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2 ylthio)acetic acid (3a) and ethyl 2-(4,5-dihydro-5-oxo-4,4diphenyl-1H-imidazol-2 ylthio)acetate (3b), respectively. Compounds 3a,b were converted to 5,5-diphenylimidazolidine-2,4-dione (4) by boiling in ethanolic hydrochloric acid. When compounds 3a,b were treated with polyphosphoric acid, cyclization occurred, and 6,6-diphenylimidazo[2,1-b]thiazole 3,5(2H,6H)-dione (5) was obtained.2-(methylthio)-1H-imidazol-5(4H)-one derivatives (a,b reacted with hydrazine hydrate to give the corresponding hydrazones 7a,b. The reaction of 6a,b with hydrazine hydrate afforded 3-amino-2-phenylimino imidazolidin-4-one derivatives 10a,b. The antimicrobial activities of compounds 1. 3ab, 5, 7ab, and 10a,b were studied.

  DOI：

  10.1080/10426500601013224
• 作为产物：
  描述：

  5,5-diphenyl-2-carboethoxymethylmercaptohydantoin 在 sodium hydroxide 作用下， 以 水 为溶剂， 以94%的产率得到2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetic acid
  参考文献：
  名称：

  Reaction of 5,5-diphenyl-2-thiohydantoin with ethyl chloroacetate: Synthesis and crystal and molecular structure of 2,3,5,6-tetrahydroimidazo-[2,1-b]-thiazol-3,6-dione

  摘要：

  DOI：

  10.1007/bf01161149

文献信息

• Cattelain; Chabrier, Bulletin de la Societe Chimique de France, 1948, p. 700
  作者：Cattelain、Chabrier

  DOI：——

  日期：——