N-(3,4-dimethoxybenzyl)-2-imino-2H-chromene-3-sulfonamide | 951399-85-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3,4-dimethoxybenzyl)-2-imino-2H-chromene-3-sulfonamide
• 英文别名: N-(3,4-dimethoxybenzyl)-2-imino-2h-chromene-3-sulfonamide；N-[(3,4-dimethoxyphenyl)methyl]-2-iminochromene-3-sulfonamide
• CAS: 951399-85-2
• 化学式: C₁₈H₁₈N₂O₅S
• 分子量: 374.417
• InChiKey: UKPPMAVDMWEENI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(3,4-dimethoxybenzyl)-2-imino-2H-chromene-3-sulfonamide 、 原甲酸三乙酯 反应 2.0h， 以64%的产率得到(RS)-2-(3,4-dimethoxybenzyl)-2,3-dihydro-3-ethoxybenzopyrano[3,2-e][1,2,4]thiadiazine 1,1-dioxide
  参考文献：
  名称：

  Reactions of Cyanomethanesulfonamides with Aldehydes and Synthesis of 2-Benzyl-2,3-dihydrobenzopyrano[3,2-e] [1,2,4]thiadiazine 1,1-Dioxides

  摘要：

  Reactions of cyanomethanesulfonamides with aromatic aldehydes in the presence of AcOH and piperidine produced the addition products, the 1-cyano-2-arylethenesulfonamides, whereas reactions with benzonitrile yielded the 2-amino-1-cyano-2-phenylethenesulfonamides only when done in THF with BuLi. No addition products were isolated from the analogue reactions with 2-hydroxybenzaldehyde (salicylaldehyde). Instead, we obtained 2-imino-2H-chromene-3-sulfonamides with good to excellent yields. These 2H-chromene derivatives allowed a number of transformations, from which the reactions with orthoformates opened an approach to the hitherto unknown benzopyrano[3,2-e] [1,2,4]thiadiazine ring system.

  DOI：

  10.1007/s00706-006-0541-x
• 作为产物：
  描述：

  3,4-二甲氧基苄胺 在 哌啶 、 溶剂黄146 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 6.0h， 生成 N-(3,4-dimethoxybenzyl)-2-imino-2H-chromene-3-sulfonamide
  参考文献：
  名称：

  Reactions of Cyanomethanesulfonamides with Aldehydes and Synthesis of 2-Benzyl-2,3-dihydrobenzopyrano[3,2-e] [1,2,4]thiadiazine 1,1-Dioxides

  摘要：

  Reactions of cyanomethanesulfonamides with aromatic aldehydes in the presence of AcOH and piperidine produced the addition products, the 1-cyano-2-arylethenesulfonamides, whereas reactions with benzonitrile yielded the 2-amino-1-cyano-2-phenylethenesulfonamides only when done in THF with BuLi. No addition products were isolated from the analogue reactions with 2-hydroxybenzaldehyde (salicylaldehyde). Instead, we obtained 2-imino-2H-chromene-3-sulfonamides with good to excellent yields. These 2H-chromene derivatives allowed a number of transformations, from which the reactions with orthoformates opened an approach to the hitherto unknown benzopyrano[3,2-e] [1,2,4]thiadiazine ring system.

  DOI：

  10.1007/s00706-006-0541-x

文献信息

• Reactions of Cyanomethanesulfonamides with Aldehydes and Synthesis of 2-Benzyl-2,3-dihydrobenzopyrano[3,2-e] [1,2,4]thiadiazine 1,1-Dioxides
  作者：Martin Winterwerber、Rouzita Geiger、Ursula Predoiu、Hans-Hartwig Otto

  DOI：10.1007/s00706-006-0541-x

  日期：2006.11

  Reactions of cyanomethanesulfonamides with aromatic aldehydes in the presence of AcOH and piperidine produced the addition products, the 1-cyano-2-arylethenesulfonamides, whereas reactions with benzonitrile yielded the 2-amino-1-cyano-2-phenylethenesulfonamides only when done in THF with BuLi. No addition products were isolated from the analogue reactions with 2-hydroxybenzaldehyde (salicylaldehyde). Instead, we obtained 2-imino-2H-chromene-3-sulfonamides with good to excellent yields. These 2H-chromene derivatives allowed a number of transformations, from which the reactions with orthoformates opened an approach to the hitherto unknown benzopyrano[3,2-e] [1,2,4]thiadiazine ring system.