2-(2-hydroxyethylthio)-3-oxo-N-phenylbutanamide | 56537-72-5

• 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: 2-(2-hydroxyethylthio)-3-oxo-N-phenylbutanamide
• 英文别名: 2-[(2-hydroxyethyl)thio]-3-oxo-N-phenyl-butanamide；2-(2-hydroxyethylsulfanyl)-3-oxo-N-phenylbutanamide
• CAS: 56537-72-5
• 化学式: C₁₂H₁₅NO₃S
• 分子量: 253.322
• InChiKey: CSQOAEIMKOPVBK-UHFFFAOYSA-N

物化性质

• 沸点：
  481.3±45.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 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：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxyethylthio)-3-oxo-N-phenylbutanamide 以90%的产率得到
  参考文献：
  名称：

  PIERCE J. B.; FANNING R. J.; DAVIS R. A., CAN. J. CHEM. , 1975, 53, NO 9, 1327-1332

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯乙酰乙酰替苯胺 生成 2-(2-hydroxyethylthio)-3-oxo-N-phenylbutanamide
  参考文献：
  名称：

  PIERCE J. B.; FANNING R. J.; DAVIS R. A., CAN. J. CHEM. , 1975, 53, NO 9, 1327-1332

  摘要：

  DOI：

文献信息

• Synthesis of new dihydrooxathiino[2,3-<i>b</i>]quinoline
  作者：Hoh-Gyu Hahn、Kee Hyuk Chang、Wha Suk Lee、Ji Uk Yoo

  DOI：10.1002/jhet.5570330681

  日期：1996.11

  A synthesis of new dihydrooxathiinoquinoline 4 is described. The key compound 6 was prepared by known methods from acetoacetanilide 1. A condensation of β-chlorosulfide 6 in 75% aqueous sulfuric acid gave quinolone 5. Conversion of 5 to 4 was achieved by treatment with potassium hydroxide in ethanol solution.

  描述了新的二氢氧代噻吩并喹啉4的合成。键化合物6是从N-乙酰乙酰苯胺制备通过已知的方法1。β-氯硫化物6在75％的硫酸水溶液中缩合，得到喹诺酮5。通过在乙醇溶液中用氢氧化钾处理实现5至4的转化。
• Synthesis of intermediate for the manufacture of
  申请人：Uniroyal, Ltd.

  公开号：US04359579A1

  公开（公告）日：1982-11-16

  2-[(2-hydroxyethyl)thio]-3-oxo-N-phenylbutanamide, which is an intermediate useful in the manufacture of the fungicide, 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide, is made by reaction of di-(2-hydroxyethyl) disulfide with acetoacetanilide in its ionized form.

  2-[(2-羟乙基)硫基]-3-氧代-N-苯基丁酰胺是一种中间体，在制造杀菌剂5,6-二氢-2-甲基-N-苯基-1,4-噁嗪-3-羧酰胺时有用。该中间体通过将二-(2-羟乙基)二硫与乙酰乙酰苯胺在其离子形式下反应而制成。
• Synthesis of intermediate for the manufacture of 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide
  申请人：UNIROYAL LIMITED

  公开号：EP0072106A1

  公开（公告）日：1983-02-16

  2 - [(2-hydroxyethyl)thio] - 3 - oxo - N - phenylbutanamide, which is an intermediate useful in the manufacture of the fungicide, 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide, is made by reaction of d-(2-hydroxyethyl) disulfide with acetoacetanilide in its ionized form. The intermediate may be cyclized to from the fungicide.

  2 - [(2-羟乙基)硫代] - 3 - 氧代 - N - 苯基丁酰胺是制造 5,6-二氢-2-甲基-N-苯基-1,4-氧硫杂环丁烷-3-甲酰胺杀菌剂的中间体，由 d-(2-羟乙基)二硫醚与离子形式的乙酰乙酰苯胺反应制成。中间体可环化制成杀菌剂。
• Synthesis of dihydro-1,4-oxathiins by rearrangement of 1,3-oxathiolane sulfoxides
  作者：Wha Suk Lee、Hoh Gyu Hahn、Kee Dal Nam

  DOI：10.1021/jo00364a033

  日期：1986.7
• Conversion of Dihydro-1,4-oxathiin-3-carboxamide to the Isomeric Dihydro-1,4-oxathiin-2-carboxamide
  作者：Hoh-Gyu Hahn、Kee-Hyuk Chang、Wha Suk Lee

  DOI：10.3987/com-94-6944

  日期：——

  The preparation of isomeric dihydro-1,4-oxathiin (3) from the dihydro-1,4-oxathiin (1) via dichloro-1,4-oxathiane (4) is described. Chlorination of 1 followed by treatment of the resulting dichloride (4) with aqueous acetone gave dihydroxy-1,4-oxathiin (5). The solvolysis to produce intermediate chlorohydrin (11) was favored relative to elimination reaction to give exomethylene compound (8). Dehydration of 5 followed by reduction afforded alpha-hydroxy-1,3-oxathiolane (2) which is a key compound to prepare the isomeric dihydro-1,4-oxathiin (3). The reason for more facile displacement of chlorine at C-2 in comparison with that at C-3 in 4 was also discussed.