4-(2,4-dichlorophenyl)-3,4-dihydroquinolin-2(1H)-one | 1445990-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(2,4-dichlorophenyl)-3,4-dihydroquinolin-2(1H)-one
• 英文别名: 4-(2,4-dichlorophenyl)-3,4-dihydro-1H-quinolin-2-one
• CAS: 1445990-35-1
• 化学式: C₁₅H₁₁Cl₂NO
• 分子量: 292.164
• InChiKey: HCICFQWDSHXEID-UHFFFAOYSA-N

物化性质

• 熔点：
  201-203 °C
• 沸点：
  427.6±45.0 °C(predicted)
• 密度：
  1.347±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,4-二氯苯甲醛 、 6,6-dimethyldihydro-2H-pyran-2,4(3H)-dione 、 苯胺 在 ziconium(IV) oxychloride octahydrate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.67h， 以82%的产率得到4-(2,4-dichlorophenyl)-3,4-dihydroquinolin-2(1H)-one
  参考文献：
  名称：

  ZrOCl₂ · 8H₂O: An Efficient, Ecofriendly, and Recyclable Catalyst for Ultrasound-Accelerated, One-Pot, Solvent-Free Synthesis of 8-Aryl-7,8-dihydro-[1,3]dioxolo[4,5-g]quinolin-6-(5H)-one and 4-Aryl-3,4-dihydroquinolin-2(1 H)-one Derivatives

  摘要：

  A convenient, one-pot, solvent-free reaction of amines, aromatic aldehydes, and Meldrum's acid to form 8-aryl-7,8-dihydro-[1,3]dioxolo[4,5-g]quinolin-6-(5H)-one and 4-aryl-3,4-dihydroquinolin-2-(1H)-one in the presence of 10mol% ZrOCl2.8H(2)O under ultrasonic irradiation is described. This new protocol offers several advantages including low catalyst loading, clean reaction, easy workup, use of recyclable and ecofriendly catalyst, short reaction times, good yields, and solvent-free conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.718026

文献信息

• ZrOCl₂ · 8H₂O: An Efficient, Ecofriendly, and Recyclable Catalyst for Ultrasound-Accelerated, One-Pot, Solvent-Free Synthesis of 8-Aryl-7,8-dihydro-[1,3]dioxolo[4,5-g]quinolin-6-(5<i>H</i>)-one and 4-Aryl-3,4-dihydroquinolin-2(1 H)-one Derivatives
  作者：Davood Azarifar、Davood Sheikh

  DOI：10.1080/00397911.2012.718026

  日期：2013.9.17

  A convenient, one-pot, solvent-free reaction of amines, aromatic aldehydes, and Meldrum's acid to form 8-aryl-7,8-dihydro-[1,3]dioxolo[4,5-g]quinolin-6-(5H)-one and 4-aryl-3,4-dihydroquinolin-2-(1H)-one in the presence of 10mol% ZrOCl2.8H(2)O under ultrasonic irradiation is described. This new protocol offers several advantages including low catalyst loading, clean reaction, easy workup, use of recyclable and ecofriendly catalyst, short reaction times, good yields, and solvent-free conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.