4-[3-(3'-chlorophenyl)acryloyl]-5-[2-(diethylamino)ethoxy]benzo[1,3]oxathiol-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-[3-(3'-chlorophenyl)acryloyl]-5-[2-(diethylamino)ethoxy]benzo[1,3]oxathiol-2-one
• 英文别名: 4-[(E)-3-(3-chlorophenyl)prop-2-enoyl]-5-[2-(diethylamino)ethoxy]-1,3-benzoxathiol-2-one
• 化学式: C₂₂H₂₂ClNO₄S
• 分子量: 431.94
• InChiKey: AFLMAOKQXYTOQT-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  81.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-acetyl-5-[2'-(N,N-diethylamino)ethoxy]-1,3-benzoxathiol-2-one 、 3-氯苯甲醛 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 16.0h， 以48%的产率得到4-[3-(3'-chlorophenyl)acryloyl]-5-[2-(diethylamino)ethoxy]benzo[1,3]oxathiol-2-one
  参考文献：
  名称：

  Synthesis of oxathiolone fused chalcones bearing O-aminoalkyl side chain. Comparison of stability of isomeric benzoxathiolones under alkylation reaction conditions

  摘要：

  Isomeric, oxathiolone fused chalcones bearing 0-aminoalkyl side chain were synthesized by condensation of suitable benzoxathiolones with substituted benzaldehydes. The starting benzoxathiolones were prepared by O-alkylation of corresponding phenols with aminoalkyl chlorides, however, the reaction was often complicated by amino group catalyzed opening of the oxathiolone ring. The obtained chalcones were screened for antimicrobial and cytotoxic activity.

  DOI：

  10.1016/s0385-5414(07)81197-x

文献信息

• Synthesis of oxathiolone fused chalcones bearing O-aminoalkyl side chain. Comparison of stability of isomeric benzoxathiolones under alkylation reaction conditions
  作者：M KONIECZNY、W KONIECZNY、D PIRSKA、A BULAKOWSKA、M SABISZ、A SKLADANOWSKI、R WAKIEC、E AUGUSTYNOWICZKOPEC、Z ZWOLSKA

  DOI：10.1016/s0385-5414(07)81197-x

  日期：2007.12.1

  Isomeric, oxathiolone fused chalcones bearing 0-aminoalkyl side chain were synthesized by condensation of suitable benzoxathiolones with substituted benzaldehydes. The starting benzoxathiolones were prepared by O-alkylation of corresponding phenols with aminoalkyl chlorides, however, the reaction was often complicated by amino group catalyzed opening of the oxathiolone ring. The obtained chalcones were screened for antimicrobial and cytotoxic activity.