9-(4-chlorophenyl)-3,4,5,6,7,9-hexahydro-3,3,6,6-tetramethyl-1H-xanthene-1,8(2H)-dione | 1378014-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-(4-chlorophenyl)-3,4,5,6,7,9-hexahydro-3,3,6,6-tetramethyl-1H-xanthene-1,8(2H)-dione
• CAS: 1378014-95-9
• 化学式: C₂₃H₂₇ClO₃
• 分子量: 386.919
• InChiKey: XLHGLMRPXQIIKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  27.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-氨基-6-氯苯并噻唑 、 9-(4-chlorophenyl)-3,4,5,6,7,9-hexahydro-3,3,6,6-tetramethyl-1H-xanthene-1,8(2H)-dione 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.1h， 以75%的产率得到8-chloro-12-(4-chlorophenyl)-2,3,4,12-tetrahydro-3,3-dimethyl-1H-benzothiazolo[2,3-b]quinazolin-1-one
  参考文献：
  名称：

  Microwave-induced preparation of biologically important benzothiazolo[2,3-b]quinazolines, and comparison with ultrasonic and classical heating

  摘要：

  Synthesis of substituted tetrahydro-3,3-dimethyl-1H-benzothiazolo[2,3-b]quinazolin-1-ones, well established medicinally important compounds, has been achieved by multicomponent condensation reaction of 2-amino-6-chlorobenzothiazole, substituted benzaldehydes, and 5,5-dimethylcyclohexane-1,3-dione (dimedone) under different reaction conditions and using different energy sources, e.g., microwave irradiation, sonication, and classical heating, for comparison purposes. Use of a monomode oven enabled accurate monitoring of the temperature distribution in the microwave reaction vessel, and revealed a very strong and unexpected thermal heterogeneity. The reaction was facilitated by the presence of DMF, the catalytic role of which is demonstrated.

  DOI：

  10.1007/s00706-010-0361-x
• 作为产物：
  描述：

  4-氯苯甲醛 、 5,5-二甲基-1,3-环己二酮 以 乙醇 为溶剂， 反应 0.08h， 生成 9-(4-chlorophenyl)-3,4,5,6,7,9-hexahydro-3,3,6,6-tetramethyl-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  Microwave-induced preparation of biologically important benzothiazolo[2,3-b]quinazolines, and comparison with ultrasonic and classical heating

  摘要：

  Synthesis of substituted tetrahydro-3,3-dimethyl-1H-benzothiazolo[2,3-b]quinazolin-1-ones, well established medicinally important compounds, has been achieved by multicomponent condensation reaction of 2-amino-6-chlorobenzothiazole, substituted benzaldehydes, and 5,5-dimethylcyclohexane-1,3-dione (dimedone) under different reaction conditions and using different energy sources, e.g., microwave irradiation, sonication, and classical heating, for comparison purposes. Use of a monomode oven enabled accurate monitoring of the temperature distribution in the microwave reaction vessel, and revealed a very strong and unexpected thermal heterogeneity. The reaction was facilitated by the presence of DMF, the catalytic role of which is demonstrated.

  DOI：

  10.1007/s00706-010-0361-x