6,7-二氯-3,4-二氢-3-甲基-2H-1,2,4-苯并噻二嗪 1,1-二氧化物 | 446-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 中文名称: 6,7-二氯-3,4-二氢-3-甲基-2H-1,2,4-苯并噻二嗪 1,1-二氧化物
• 中文别名: 6,7-二氯-3,4-二氢-3-甲基-2H-1,2,4-苯并噻二嗪1,1-二氧化物
• 英文名称: (+/-)-6,7-dichloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide
• 英文别名: 6,7-Dichlor-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazin-1,1-dioxid；6,7-dichloro-3-methyl-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide；3,4-Dihydro-6,7-dichloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide；6,7-dichloro-3-methyl-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine 1,1-dioxide
• CAS: 446-62-8
• 化学式: C₈H₈Cl₂N₂O₂S
• 分子量: 267.136
• InChiKey: XKFWNSMNSIGNBO-UHFFFAOYSA-N

物化性质

• 沸点：
  421.6±55.0 °C(Predicted)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-二氯-3,4-二氢-3-甲基-2H-1,2,4-苯并噻二嗪 1,1-二氧化物 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以29%的产率得到N-[2-[[2-(acetylsulfamoyl)-4,5-dichlorophenyl]diazenyl]-4,5-dichlorophenyl]sulfonylacetamide
  参考文献：
  名称：

  One-Pot Synthesis of Azobenzene Derivatives by Oxidation of 2,3-Dihydrobenzothiadiazines

  摘要：

  An oxidative route to N-substituted sulfonamidic azobenzene derivatives is reported. A mechanism, based on a rationalization of previous findings, is proposed. This simple one-pot method could be adapted to the synthesis of a range of substituted sulfonylazobenzenes with potential applications in the pharmaceutical and industrial fields.

  DOI：

  10.1055/s-0033-1338587
• 作为产物：
  描述：

  乙醛 、 2-氨基-4,5-二氯苯磺酰胺 在 硫酸 作用下， 生成 6,7-二氯-3,4-二氢-3-甲基-2H-1,2,4-苯并噻二嗪 1,1-二氧化物
  参考文献：
  名称：

  MARCHETTI; DONINI; SAMUELI, Bollettino Chimico Farmaceutico, 1965, vol. 104, p. 49 - 54

  摘要：

  DOI：

文献信息

• Energy barrier determination of enantiomerization of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide type compounds by enantioselective stopped-flow HPLC
  作者：Giuseppe Cannazza、Daniela Braghiroli、Piera Iuliani、Carlo Parenti

  DOI：10.1016/j.tetasy.2006.11.035

  日期：2006.11

  The synthesis and enantioseparation of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide derivatives are reported herein. A HPLC stopped-flow procedure was applied to the determination of rate constants and free energy barriers of enantiomerization of the compounds synthesized in the presence of achiral stationary phase. The individual enantiomers of the studied compounds were isolated in parallel by preparative HPLC on a Chiraspher NT column. Rate constants and free energy barriers of enantiomerization were determined in the mobile phase. The results were used to determine the influence of the chiral stationary phase on the enantiomerization process. (c) 2006 Elsevier Ltd. All rights reserved.
• MARCHETTI; DONINI; SAMUELI, Bollettino Chimico Farmaceutico, 1965, vol. 104, p. 49 - 54
  作者：MARCHETTI、DONINI、SAMUELI

  DOI：——

  日期：——
• One-Pot Synthesis of Azobenzene Derivatives by Oxidation of 2,3-Dihydrobenzothiadiazines
  作者：Luigino Troisi、Giuseppe Cannazza、Serena Perrone、Francesca Rosato、Lucia D’Accolti、Carlo Parenti

  DOI：10.1055/s-0033-1338587

  日期：——

  An oxidative route to N-substituted sulfonamidic azobenzene derivatives is reported. A mechanism, based on a rationalization of previous findings, is proposed. This simple one-pot method could be adapted to the synthesis of a range of substituted sulfonylazobenzenes with potential applications in the pharmaceutical and industrial fields.