6-bromocoumarin-3-N-p-tolylcarbamide | 38485-85-7

• 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: 6-bromocoumarin-3-N-p-tolylcarbamide
• 英文别名: N-(4-methylphenyl)-6-bromo-2-oxochromene-3-carboxamide；6-bromo-N-(4-methylphenyl)-2-oxo-2H-chromene-3-carboxamide；6-bromo-N-(4-methylphenyl)-2-oxochromene-3-carboxamide
• CAS: 38485-85-7
• 化学式: C₁₇H₁₂BrNO₃
• mdl: MFCD00811791
• 分子量: 358.191
• InChiKey: KAISEMJFKWORPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromocoumarin-3-N-p-tolylcarbamide 、 1-溴环戊烷羧酸甲酯 在 六甲基磷酰三胺 、 锌 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 反应 4.0h， 以72%的产率得到9-bromo-3-(4-methylphenyl)-1,1-tetramethylene-2,3,4,4a,5,10b-hexahydro-1H-chromeno[3,4-c]pyridine-2,4,5-trione
  参考文献：
  名称：

  Study of reaction of reformatsky reagent prepared from methyl bromocyclopentanecarboxylate and zinc with 2-oxochromen-and 6-bromo-2-oxochromen-3-carboxylic acids N-arylamides

  摘要：

  Reformatsky reagent prepared from methyl 1-bromocyclopentanecarboxylate and zinc reacted with 2-oxochromen- and 6-bromo-2-oxochromen-3-carboxylic acids N-arylamides yielding 3-aryl-1,1-tetramethylene and 3-aryl-9-bromo-1,1-tetramethylene-2,3,4,4a,5,10b-hexahydro-1H-chromeno[3,4-c]pyridine-2,4,5-triones as single diastereomers.

  DOI：

  10.1134/s1070428007100235
• 作为产物：
  描述：

  、 甲苯 生成 6-bromocoumarin-3-N-p-tolylcarbamide
  参考文献：
  名称：

  Elkasaby, M. A.; Noureldin, N. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 12, p. 1080 - 1081

  摘要：

  DOI：

文献信息

• Reformatsky reaction of methyl 1-bromocyclohexane-1-carboxylate with N-aryl-2-oxochromene-3-carboxamides
  作者：V. V. Shchepin、N. F. Kirillov、M. I. Vakhrin、O. B. Bayanova、S. N. Shurov、P. S. Silaichev

  DOI：10.1134/s1070363206070255

  日期：2006.7

  Reformatsky reagent generated from methyl 1-bromocyclohexane-1-carboxylate reacted with N-aryl-2-oxochromene-3-carboxamides and N-aryl-6-bromo-2-oxochromene-3-carboxan- des to give, depending on the conditions, the corresponding N-aryl-(6-bromo)-4-(1-methoxycarbonylcyclohexyl)-2-oxochroman-3-carboxamides or 3-aryl-(9-bromo)-1,1-pentamethylene-2,3,4,4a,5,10b-hexahydro-1H-chromeno[3,4-c]pyridine-2,4,5-triones. The products were isolated as a single diastereoisomer.
• EL-KADY M.; SAYED G. H.; SALEH R. M.; MOSA H. M., EGYPT. J. CHEM., 28,(1985) N 1, 19-28
  作者：EL-KADY M.、 SAYED G. H.、 SALEH R. M.、 MOSA H. M.

  DOI：——

  日期：——
• Elkasaby, M. A.; Noureldin, N. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 12, p. 1080 - 1081
  作者：Elkasaby, M. A.、Noureldin, N. A.

  DOI：——

  日期：——
• Study of reaction of reformatsky reagent prepared from methyl bromocyclopentanecarboxylate and zinc with 2-oxochromen-and 6-bromo-2-oxochromen-3-carboxylic acids N-arylamides
  作者：V. V. Shchepin、N. F. Kirillov、M. I. Vakhrin、O. B. Bayanova、S. N. Shurov

  DOI：10.1134/s1070428007100235

  日期：2007.10

  Reformatsky reagent prepared from methyl 1-bromocyclopentanecarboxylate and zinc reacted with 2-oxochromen- and 6-bromo-2-oxochromen-3-carboxylic acids N-arylamides yielding 3-aryl-1,1-tetramethylene and 3-aryl-9-bromo-1,1-tetramethylene-2,3,4,4a,5,10b-hexahydro-1H-chromeno[3,4-c]pyridine-2,4,5-triones as single diastereomers.