(E)-3-[N'-Methyl-N'-(6-methyl-2-oxo-2H-pyran-4-yl)-hydrazino]-3-phenyl-acrylic acid ethyl ester | 205585-20-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-[N'-Methyl-N'-(6-methyl-2-oxo-2H-pyran-4-yl)-hydrazino]-3-phenyl-acrylic acid ethyl ester
• 英文别名: ethyl 3-[2-methyl-2-(2-methyl-6-oxopyran-4-yl)hydrazinyl]-3-phenylprop-2-enoate
• CAS: 205585-20-2
• 化学式: C₁₈H₂₀N₂O₄
• 分子量: 328.368
• InChiKey: WJBTXJNBCHGXKT-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：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-3-[N'-Methyl-N'-(6-methyl-2-oxo-2H-pyran-4-yl)-hydrazino]-3-phenyl-acrylic acid ethyl ester 在 PPA 作用下， 反应 1.5h， 以84%的产率得到3,5-Dimethyl-7-phenyl-5,8-dihydro-2-oxa-5,6-diaza-benzocycloheptene-1,9-dione
  参考文献：
  名称：

  A New Approach to Fused 1,2-Diazepines by Cyclization of Enhydrazines with a- and b-Keto Esters

  摘要：

  The cyclization of 6-(1,2-diethoxycarbonylethylidene)hydrazino-1,3-dimethyluracil (3) and 6-(1,2-diethoxycarbonylethylidene)hydrazino-3-methyl-2-methylthiopyrimidin-4(3H)-one (8) in the presence of polyphosphoric acid (PPA) provided 2,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6,8(1H,7H,9H)-trione (4) and 4,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6(1H,7H)-dione (9), respectively. 4-Hydrazino-5-methyl-2-pyrone (27) and 5,5-dimethyl-3-hydrazinnocyclohexen-1-one (31) readily reacted with ethyl benzoylacetate (28) to give 4,5-dihydropyrano[4,3-c]-1,2-diazepine-5 (30) and 3-phenyl-1,8,8-trimethyl-4,5,6,7,8,9-hexahydro-1,2-benzodiazepine-5,6(1H)-dione (33), respectively.

  DOI：

  10.3987/com-97-s(n)19
• 作为产物：
  描述：

  4-羟基-6-甲基-2-吡喃酮 在 potassium carbonate 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 58.0h， 生成 (E)-3-[N'-Methyl-N'-(6-methyl-2-oxo-2H-pyran-4-yl)-hydrazino]-3-phenyl-acrylic acid ethyl ester
  参考文献：
  名称：

  A New Approach to Fused 1,2-Diazepines by Cyclization of Enhydrazines with a- and b-Keto Esters

  摘要：

  The cyclization of 6-(1,2-diethoxycarbonylethylidene)hydrazino-1,3-dimethyluracil (3) and 6-(1,2-diethoxycarbonylethylidene)hydrazino-3-methyl-2-methylthiopyrimidin-4(3H)-one (8) in the presence of polyphosphoric acid (PPA) provided 2,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6,8(1H,7H,9H)-trione (4) and 4,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6(1H,7H)-dione (9), respectively. 4-Hydrazino-5-methyl-2-pyrone (27) and 5,5-dimethyl-3-hydrazinnocyclohexen-1-one (31) readily reacted with ethyl benzoylacetate (28) to give 4,5-dihydropyrano[4,3-c]-1,2-diazepine-5 (30) and 3-phenyl-1,8,8-trimethyl-4,5,6,7,8,9-hexahydro-1,2-benzodiazepine-5,6(1H)-dione (33), respectively.

  DOI：

  10.3987/com-97-s(n)19