2-Chloro-N-(4-difluoromethylsulfanyl-phenyl)-acetamide

• 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-Chloro-N-(4-difluoromethylsulfanyl-phenyl)-acetamide
• 英文别名: 2-chloro-N-{4-[(difluoromethyl)sulfanyl]phenyl}acetamide；2-chloro-N-[4-(difluoromethylsulfanyl)phenyl]acetamide
• 化学式: C₉H₈ClF₂NOS
• mdl: MFCD02670624
• 分子量: 251.684
• InChiKey: OMMVKJHVXUMRML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Chloro-N-(4-difluoromethylsulfanyl-phenyl)-acetamide 、 3-(5-Amino-4-benzothiazol-2-yl-3-oxo-2,3-dihydro-pyrrol-1-yl)-benzoic acid 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以76%的产率得到3-(5-Amino-4-benzothiazol-2-yl-3-oxo-2,3-dihydro-pyrrol-1-yl)-benzoic acid (4-difluoromethylsulfanyl-phenylcarbamoyl)-methyl ester
  参考文献：
  名称：

  Chemoselective Alkylation of 3- and 4-(5-Amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic Acids

  摘要：

  Alkylation of 3- and 4-(5-amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic acids with phenacyl bromides or chloroacetanilides in DMF in the presence of triethylamine occurs at the carboxy group with high selectivity and yields the corresponding phenacyl and arylcarbamoylmethyl esters. The initial pyrrolyl-benzoic acids were synthesized by reaction of 3- and 4-aminobenzoic acids with 4-chloro-2-hetaryl-3-oxo-butyronitriles.

  DOI：

  10.1023/b:rujo.0000034973.29561.7c

文献信息

• Chemoselective Alkylation of 3- and 4-(5-Amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic Acids
  作者：E. V. Resnyanskaya、A. V. Tverdokhlebov、Yu. M. Volovenko、T. V. Shokol

  DOI：10.1023/b:rujo.0000034973.29561.7c

  日期：2004.3

  Alkylation of 3- and 4-(5-amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic acids with phenacyl bromides or chloroacetanilides in DMF in the presence of triethylamine occurs at the carboxy group with high selectivity and yields the corresponding phenacyl and arylcarbamoylmethyl esters. The initial pyrrolyl-benzoic acids were synthesized by reaction of 3- and 4-aminobenzoic acids with 4-chloro-2-hetaryl-3-oxo-butyronitriles.