6,7-dimethoxy-3-ethyl-2-phenyl-4H-1,3-benzothiazinium bromide | 34108-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6,7-dimethoxy-3-ethyl-2-phenyl-4H-1,3-benzothiazinium bromide
• 英文别名: 2-Phenyl-3-ethyl-6,7-dimethoxy-4H-1,3-benzothiaziniumbromid
• CAS: 34108-43-5
• 化学式: Br*C₁₈H₂₀NO₂S
• 分子量: 394.332
• InChiKey: QCBOSYFBEAOFSP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  21.47
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-3-ethyl-2-phenyl-4H-1,3-benzothiazinium bromide 在 盐酸 、 锌 作用下， 以 乙醇 、 水 为溶剂， 反应 0.08h， 以75%的产率得到6,7-dimethoxy-3-ethyl-2-phenyl-3,4-dihydro-2H-1,3-benzothiazine
  参考文献：
  名称：

  Expected and unexpected reactions of 1,3-benzothiazine derivatives, II. Formation of isomeric 5,6-dihydro-1,5-benzothiazocines

  摘要：

  A method for the synthesis of medium-sized 1,5-benzothiazocines by ring enlargement of 1,3-benzothiazines has been developed. When N-alkyl-1,3-benzothiazines were reacted with dimethyl acetylenedicarboxylate in acetonitrile at room temperature, regioisomeric 5.6-dihydro-2H-1,5-benzothiazocines and 5,6-dihydro-4H-1.5-benzothiazocines were obtained as novel ring systems. Dimethyl acetylenedicarboxylate could attack either the nitrogen or the sulfur atom of the thiazines. NMR spectroscopic and X-ray crystallographic investigations confirmed the structures of the products. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.136
• 作为产物：
  描述：

  溴乙烷 、 2-phenyl-6,7-dimethoxy-4H-1,3-benzothiazine 以 乙腈 为溶剂， 反应 5.0h， 以77%的产率得到6,7-dimethoxy-3-ethyl-2-phenyl-4H-1,3-benzothiazinium bromide
  参考文献：
  名称：

  Expected and unexpected reactions of 1,3-benzothiazine derivatives, II. Formation of isomeric 5,6-dihydro-1,5-benzothiazocines

  摘要：

  A method for the synthesis of medium-sized 1,5-benzothiazocines by ring enlargement of 1,3-benzothiazines has been developed. When N-alkyl-1,3-benzothiazines were reacted with dimethyl acetylenedicarboxylate in acetonitrile at room temperature, regioisomeric 5.6-dihydro-2H-1,5-benzothiazocines and 5,6-dihydro-4H-1.5-benzothiazocines were obtained as novel ring systems. Dimethyl acetylenedicarboxylate could attack either the nitrogen or the sulfur atom of the thiazines. NMR spectroscopic and X-ray crystallographic investigations confirmed the structures of the products. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.136