3-(3,4-difluorophenyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxide | 1189424-03-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 英文名称: 3-(3,4-difluorophenyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxide
• 英文别名: 3-(3,4-difluorophenyl)-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-1,1-dione；3-(3,4-difluorophenyl)-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine 1,1-dioxide
• CAS: 1189424-03-0
• 化学式: C₁₃H₁₀F₂N₂O₂S
• 分子量: 296.297
• InChiKey: XZEDKTQDWBUDMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二氟苯甲醛 、 邻氨基苯磺酰胺 在 silica supported ceric ammonium nitrate(CAN-SiO₂) 作用下， 以 甲苯 为溶剂， 反应 0.67h， 以89%的产率得到3-(3,4-difluorophenyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxide
  参考文献：
  名称：

  Green Approach Toward One Pot Cascade Synthesis of 3-Aryl-3,4-Dihydro-1,2,4 Benzothiadiazine-1,1-Dioxides

  摘要：

  A silica-gel-supported ceric ammonium nitrate (CAN-SiO2) was found to be an effective catalyst for the cascade synthesis of functionalized 3-aryl-3,4-dihydro-1,2,4-benzo- thiadiazine-1,1-dioxides using 2-aminobenzenesulfonamide and benzaldehydes at room temperature. The reaction allows rapid cyclization (10-70min) with 5mol% CAN impregnated on silica gel to give the desired products in excellent yield without further column purification. The protocol uses inexpensive and environmentally friendly CAN-SiO(2)as the catalyst, and no ligand or additive was required. [Supplementary materials are available for this article. Go to the publisher's online edition ofPhosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures]

  DOI：

  10.1080/10426507.2013.769986

文献信息

• Green Approach Toward One Pot Cascade Synthesis of 3-Aryl-3,4-Dihydro-1,2,4 Benzothiadiazine-1,1-Dioxides
  作者：Someshwar Dagduappa Dindulkar、Kwon Taek Lim、Byung Kwon Cho、Yeon Tae Jeong

  DOI：10.1080/10426507.2013.769986

  日期：2014.1

  A silica-gel-supported ceric ammonium nitrate (CAN-SiO2) was found to be an effective catalyst for the cascade synthesis of functionalized 3-aryl-3,4-dihydro-1,2,4-benzo- thiadiazine-1,1-dioxides using 2-aminobenzenesulfonamide and benzaldehydes at room temperature. The reaction allows rapid cyclization (10-70min) with 5mol% CAN impregnated on silica gel to give the desired products in excellent yield without further column purification. The protocol uses inexpensive and environmentally friendly CAN-SiO(2)as the catalyst, and no ligand or additive was required. [Supplementary materials are available for this article. Go to the publisher's online edition ofPhosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures]