2-[4'-(methylphenyl)sulfonyl]-1-[4-(methylsulfonyl)phenyl]-3-[4''-fluorophenyl]-2-prop-en-1-one | 1334446-55-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-[4'-(methylphenyl)sulfonyl]-1-[4-(methylsulfonyl)phenyl]-3-[4''-fluorophenyl]-2-prop-en-1-one
• 英文别名: 3-(4-Fluorophenyl)-2-(4-methylphenyl)sulfonyl-1-(4-methylsulfonylphenyl)prop-2-en-1-one；3-(4-fluorophenyl)-2-(4-methylphenyl)sulfonyl-1-(4-methylsulfonylphenyl)prop-2-en-1-one
• CAS: 1334446-55-7
• 化学式: C₂₃H₁₉FO₅S₂
• 分子量: 458.531
• InChiKey: WFRXXBZACXJOFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[4'-(methylphenyl)sulfonyl]-1-[4-(methylsulfonyl)phenyl]-3-[4''-fluorophenyl]-2-prop-en-1-one 、 2-氨基苯硫醇 在 silica gel 作用下， 以 乙醚 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  A convenient synthesis of novel 2,3,4-trisubstituted 1,5-benzothiazepines bearing a sulfonyl pharmacophore

  摘要：

  2-(Substituted phenyl)-3-[(methyl phenyl) sulfonyl] [(methyl sulfonyl) phenyl]-2,3-dihydro-1,5-benzothiazepines (5a-f) have been obtained in moderate yields by condensing 2-aminothiophenol with the chalcones 1-[(4'-methyl sulfonyl) phenyl]-2-[(4-methyl phenyl) sulfonyl]-prop-2-en-1-ones (4a-f) in toluene using trifluoroacetic acid as the catalyst. The benzothiazepines have also been synthesized by carrying out neat cyclocondensations of the chalcones supported on silica and 2-aminothiophenol at 80 degrees C. The precursors, chalcones (4a-f), were freshly prepared from alpha-(4'-methyl sulfonyl phenyl)-4-methyl sulfonyl acetophenone (3).[GRAPHICS].

  DOI：

  10.1080/17415993.2011.594442
• 作为产物：
  描述：

  2-溴-1-(4-甲磺酰基)苯乙酮 在 哌啶 、 四丁基溴化铵 作用下， 以 二氯甲烷 、 水 、 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 2-[4'-(methylphenyl)sulfonyl]-1-[4-(methylsulfonyl)phenyl]-3-[4''-fluorophenyl]-2-prop-en-1-one
  参考文献：
  名称：

  A convenient synthesis of novel 2,3,4-trisubstituted 1,5-benzothiazepines bearing a sulfonyl pharmacophore

  摘要：

  2-(Substituted phenyl)-3-[(methyl phenyl) sulfonyl] [(methyl sulfonyl) phenyl]-2,3-dihydro-1,5-benzothiazepines (5a-f) have been obtained in moderate yields by condensing 2-aminothiophenol with the chalcones 1-[(4'-methyl sulfonyl) phenyl]-2-[(4-methyl phenyl) sulfonyl]-prop-2-en-1-ones (4a-f) in toluene using trifluoroacetic acid as the catalyst. The benzothiazepines have also been synthesized by carrying out neat cyclocondensations of the chalcones supported on silica and 2-aminothiophenol at 80 degrees C. The precursors, chalcones (4a-f), were freshly prepared from alpha-(4'-methyl sulfonyl phenyl)-4-methyl sulfonyl acetophenone (3).[GRAPHICS].

  DOI：

  10.1080/17415993.2011.594442

文献信息

• A convenient synthesis of novel 2,3,4-trisubstituted 1,5-benzothiazepines bearing a sulfonyl pharmacophore
  作者：Sanjay N. Karale、Umesh R. Pratap、Shital R. Mahalle、Ramrao A. Mane

  DOI：10.1080/17415993.2011.594442

  日期：2011.8

  2-(Substituted phenyl)-3-[(methyl phenyl) sulfonyl] [(methyl sulfonyl) phenyl]-2,3-dihydro-1,5-benzothiazepines (5a-f) have been obtained in moderate yields by condensing 2-aminothiophenol with the chalcones 1-[(4'-methyl sulfonyl) phenyl]-2-[(4-methyl phenyl) sulfonyl]-prop-2-en-1-ones (4a-f) in toluene using trifluoroacetic acid as the catalyst. The benzothiazepines have also been synthesized by carrying out neat cyclocondensations of the chalcones supported on silica and 2-aminothiophenol at 80 degrees C. The precursors, chalcones (4a-f), were freshly prepared from alpha-(4'-methyl sulfonyl phenyl)-4-methyl sulfonyl acetophenone (3).[GRAPHICS].