4-bromo-N-(7-propanoyl-2,3-dihydro-1,4-benzodioxin-6-yl)benzamide

• 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-bromo-N-(7-propanoyl-2,3-dihydro-1,4-benzodioxin-6-yl)benzamide
• 英文别名: 4-bromo-N-(7-propanoyl-2,3-dihydro-1,4-benzo-dioxin-6-yl)benzamide
• 化学式: C₁₈H₁₆BrNO₄
• 分子量: 390.233
• InChiKey: ABPUQEYLAUGGRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-bromo-N-(7-propanoyl-2,3-dihydro-1,4-benzodioxin-6-yl)benzamide 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 反应 7.0h， 以91%的产率得到7-(4-bromophenyl)-8-methyl-2,3-dihydro[1,4]dioxino[2,3-g]quinolin-9(6H)-one
  参考文献：
  名称：

  Transformations of N-(2-acylaryl)benzamides and their analogs under the Camps cyclization conditions

  摘要：

  N-(2-Acylaryl)benzamides and analogous N-substituted furan-2-, thiophene-2-, and cyclopropane-carboxamides in the systems EtONa-EtOH, EtONa-THF, and t-BuOK-t-BuOH undergo Camps cyclization to 2-aryl-, 2-hetaryl-, and 2-cyclopropylquinolin-4(1H)-ones with high yields. The same substrates in the system t-BuOK (5 equiv)-THF are converted mainly to the corresponding N-(2-hydroxyaryl) amides as a result of oxidative transformation of the acyl fragment into hydroxy group.

  DOI：

  10.1134/s107042801607006x
• 作为产物：
  描述：

  4-溴苯甲酰氯 、 7-amino-6-propionyl-1,4-benzodioxane 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以94%的产率得到4-bromo-N-(7-propanoyl-2,3-dihydro-1,4-benzodioxin-6-yl)benzamide
  参考文献：
  名称：

  Transformations of N-(2-acylaryl)benzamides and their analogs under the Camps cyclization conditions

  摘要：

  N-(2-Acylaryl)benzamides and analogous N-substituted furan-2-, thiophene-2-, and cyclopropane-carboxamides in the systems EtONa-EtOH, EtONa-THF, and t-BuOK-t-BuOH undergo Camps cyclization to 2-aryl-, 2-hetaryl-, and 2-cyclopropylquinolin-4(1H)-ones with high yields. The same substrates in the system t-BuOK (5 equiv)-THF are converted mainly to the corresponding N-(2-hydroxyaryl) amides as a result of oxidative transformation of the acyl fragment into hydroxy group.

  DOI：

  10.1134/s107042801607006x

文献信息

• Transformations of N-(2-acylaryl)benzamides and their analogs under the Camps cyclization conditions
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s107042801607006x

  日期：2016.7

  N-(2-Acylaryl)benzamides and analogous N-substituted furan-2-, thiophene-2-, and cyclopropane-carboxamides in the systems EtONa-EtOH, EtONa-THF, and t-BuOK-t-BuOH undergo Camps cyclization to 2-aryl-, 2-hetaryl-, and 2-cyclopropylquinolin-4(1H)-ones with high yields. The same substrates in the system t-BuOK (5 equiv)-THF are converted mainly to the corresponding N-(2-hydroxyaryl) amides as a result of oxidative transformation of the acyl fragment into hydroxy group.