(2Z)-N-benzyl-2-{[2-(4-bromophenyl)-2-oxoethoxy]imino}-2-cyanoethanamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2Z)-N-benzyl-2-{[2-(4-bromophenyl)-2-oxoethoxy]imino}-2-cyanoethanamide
• 英文别名: (1Z)-2-(benzylamino)-N-[2-(4-bromophenyl)-2-oxoethoxy]-2-oxoethanimidoyl cyanide
• 化学式: C₁₈H₁₄BrN₃O₃
• 分子量: 400.231
• InChiKey: TXUZUXFEXGSJCL-JWGURIENSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2Z)-N-benzyl-2-{[2-(4-bromophenyl)-2-oxoethoxy]imino}-2-cyanoethanamide 在 lithium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 以63%的产率得到4-amino-N-benzyl-5-(4-bromobenzoyl)-1,2-oxazole-3-carboxamide
  参考文献：
  名称：

  Synthesis of 4-aminoisoxazole-3-carboxamides using base-promoted nitrosation of N-substituted cyanoacetamides

  摘要：

  The reactions of N-substituted cyanoacetamides with EtONO in the presence of an equimolar amount of EtONa afforded the corresponding sodium salts of hydroxyiniino derivatives in 70-95% yields. The latter were transformed into 4-amino-5-(4-bromobenzoyl)isoxazole-3-carboxamides in 30-57% yields using the known method.

  DOI：

  10.1023/b:rucb.0000035646.13790.8a
• 作为产物：
  描述：

  2-氰基-N-(苯基甲基)-乙酰胺 、 2,4'-二溴苯乙酮 以 乙醇 为溶剂， 反应 24.0h， 以64%的产率得到(2Z)-N-benzyl-2-{[2-(4-bromophenyl)-2-oxoethoxy]imino}-2-cyanoethanamide
  参考文献：
  名称：

  Synthesis of 4-aminoisoxazole-3-carboxamides using base-promoted nitrosation of N-substituted cyanoacetamides

  摘要：

  The reactions of N-substituted cyanoacetamides with EtONO in the presence of an equimolar amount of EtONa afforded the corresponding sodium salts of hydroxyiniino derivatives in 70-95% yields. The latter were transformed into 4-amino-5-(4-bromobenzoyl)isoxazole-3-carboxamides in 30-57% yields using the known method.

  DOI：

  10.1023/b:rucb.0000035646.13790.8a

文献信息

• Synthesis of 4-aminoisoxazole-3-carboxamides using base-promoted nitrosation of N-substituted cyanoacetamides
  作者：V. P. Kislyi、E. B. Danilova、E. P. Zakharov、V. V. Semenov

  DOI：10.1023/b:rucb.0000035646.13790.8a

  日期：2004.3

  The reactions of N-substituted cyanoacetamides with EtONO in the presence of an equimolar amount of EtONa afforded the corresponding sodium salts of hydroxyiniino derivatives in 70-95% yields. The latter were transformed into 4-amino-5-(4-bromobenzoyl)isoxazole-3-carboxamides in 30-57% yields using the known method.