N-butyl-1,2,4,5-tetrahydro-3,2-benzothiazepine 3,3-dioxide | 1254217-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: N-butyl-1,2,4,5-tetrahydro-3,2-benzothiazepine 3,3-dioxide
• 英文别名: 2-butyl-4,5-dihydro-1H-3lambda6,2-benzothiazepine 3,3-dioxide；2-butyl-4,5-dihydro-1H-3λ6,2-benzothiazepine 3,3-dioxide
• CAS: 1254217-23-6
• 化学式: C₁₃H₁₉NO₂S
• 分子量: 253.365
• InChiKey: VEBMSKCGSKMHIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三聚甲醛 、 N-butyl-2-phenylethanesulfonamide 在 sulfated zirconia 作用下， 反应 3.0h， 以84%的产率得到N-butyl-1,2,4,5-tetrahydro-3,2-benzothiazepine 3,3-dioxide
  参考文献：
  名称：

  Sulfated Zirconia as an Efficient Catalyst for Sulfonylamidomethylation of Benzylsulfonamides and 2-Phenylethanesulfonamides: Effect of Catalyst Thermal Treatment

  摘要：

  The synthesis of 3,4-dihydro-1H-2,3-benzothiazine 2,2-dioxides and 1,2,4,5-tetrahydro-3,2-benzothiazepine 3,3-dioxides is studied using sulfated zirconia as catalyst. The sulfated zirconia calcined at 550 A degrees C achieved a high selectivity which is attributed to the formation of a tetragonal phase. In addition, the catalyst can be reused up to three times without loss of its catalytic activity.

  DOI：

  10.1007/s10562-010-0389-x

文献信息

• Synthesis of 1,2,4,5-Tetrahydro-3,2-benzothiazepine 3,3-Dioxides Using Amberlyst-15
  作者：Leandro D. Sasiambarrena、Alicia S. Cánepa、Rodolfo D. Bravo

  DOI：10.1080/00397910903533983

  日期：2010.12.22

  A convenient method for the synthesis of 1,2,4,5-tetrahydro-3,2-benzothiazepine 3,3-dioxides from 2-phenylethanesulfonamides and formaldehyde using Amberlyst resin as catalyst is described.
• Sulfated Zirconia as an Efficient Catalyst for Sulfonylamidomethylation of Benzylsulfonamides and 2-Phenylethanesulfonamides: Effect of Catalyst Thermal Treatment
  作者：Leandro D. Sasiambarrena、Leticia J. Mendez、Marco A. Ocsachoque、Alicia S. Cánepa、Rodolfo D. Bravo、M. Gloria González

  DOI：10.1007/s10562-010-0389-x

  日期：2010.9

  The synthesis of 3,4-dihydro-1H-2,3-benzothiazine 2,2-dioxides and 1,2,4,5-tetrahydro-3,2-benzothiazepine 3,3-dioxides is studied using sulfated zirconia as catalyst. The sulfated zirconia calcined at 550 A degrees C achieved a high selectivity which is attributed to the formation of a tetragonal phase. In addition, the catalyst can be reused up to three times without loss of its catalytic activity.