4-methyl-N-(1-(2,3-dimethoxyphenyl)-allyl)-benzenesulfonamide | 824390-91-2

• 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: 4-methyl-N-(1-(2,3-dimethoxyphenyl)-allyl)-benzenesulfonamide
• 英文别名: N-[1-(2,3-Dimethoxyphenyl)prop-2-en-1-yl]-4-methylbenzene-1-sulfonamide；N-[1-(2,3-dimethoxyphenyl)prop-2-enyl]-4-methylbenzenesulfonamide
• CAS: 824390-91-2
• 化学式: C₁₈H₂₁NO₄S
• 分子量: 347.435
• InChiKey: UTHHWBPOCRLIBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methyl-N-(1-(2,3-dimethoxyphenyl)-allyl)-benzenesulfonamide 在 dimethyl sulfide borane 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.33h， 生成 2-benzyl-4-(2,3-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine
  参考文献：
  名称：

  2-Aryl-N-tosylazetidines as Formal 1,4-Dipoles for [4 + 2] Cycloaddition Reactions with Nitriles:  An Easy Access to the Tetrahydropyrimidine Derivatives

  摘要：

  [Graphics]A new synthetic route to 2-aryl-N-tosyl azetidines has been developed starting from N-tosylarylaldimines in two steps in an overall yield of 63-70%. A formal [4 + 2] cycloaddition of these 2-aryl-N-tosylazetidines with nitriles in the presence of BF3.OEt2 has been described for the synthesis of substituted tetrahydropyrimidines. It is proposed that the reaction proceeds in Ritter fashion.

  DOI：

  10.1021/ol048161l
• 作为产物：
  描述：

  乙烯基氯化镁 、 N-[1-(2,3-Dimethoxy-phenyl)-meth-(E)-ylidene]-4-methyl-benzenesulfonamide 以 四氢呋喃 、 乙醚 为溶剂， 反应 12.0h， 以94%的产率得到4-methyl-N-(1-(2,3-dimethoxyphenyl)-allyl)-benzenesulfonamide
  参考文献：
  名称：

  2-Aryl-N-tosylazetidines as Formal 1,4-Dipoles for [4 + 2] Cycloaddition Reactions with Nitriles:  An Easy Access to the Tetrahydropyrimidine Derivatives

  摘要：

  [Graphics]A new synthetic route to 2-aryl-N-tosyl azetidines has been developed starting from N-tosylarylaldimines in two steps in an overall yield of 63-70%. A formal [4 + 2] cycloaddition of these 2-aryl-N-tosylazetidines with nitriles in the presence of BF3.OEt2 has been described for the synthesis of substituted tetrahydropyrimidines. It is proposed that the reaction proceeds in Ritter fashion.

  DOI：

  10.1021/ol048161l