5,5-dimethyl-3-(1-methylhydrazino)cyclohex-2-en-1-one | 205585-22-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-dimethyl-3-(1-methylhydrazino)cyclohex-2-en-1-one
• 英文别名: 3-[Amino(methyl)amino]-5,5-dimethylcyclohex-2-en-1-one
• CAS: 205585-22-4
• 化学式: C₉H₁₆N₂O
• 分子量: 168.239
• InChiKey: MRECHCQVOVJFEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲酰乙酸乙酯 、 5,5-dimethyl-3-(1-methylhydrazino)cyclohex-2-en-1-one 在 2.) PPA 作用下， 生成 3-phenyl-1,8,8-trimethyl-4,5,6,7,8,9-hexahydro-1,2-benzodiazepine-5,6(1H)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：

  5,5-dimethyl-3-oxocyclohex-1-en-1-yl methanesulfonate 、 甲基肼 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以42%的产率得到5,5-dimethyl-3-(1-methylhydrazino)cyclohex-2-en-1-one
  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

文献信息

• Reactions of 3-(Polyfluoroacyl)chromenones with Heterocyclic Amines: Novel Synthesis of Polyfluoroalkyl-Containing Fused Pyridines
  作者：Viktor Iaroshenko、Anton Kotljarov、Dmitriy Volochnyuk、Roman Irgashev、Vyacheslav Sosnovskikh

  DOI：10.1055/s-0029-1216995

  日期：2009.11

  The selectivity of the reactions of 3-(polyfluoroacyl)-4H-chromen-4-ones with a wide range of aminoheterocycles and arylamines has been evaluated. The method described facilitates access to polyfluoroalkyl-containing fused pyridines. aminoheterocycles - arylamines - condensation - chroman-4-ones - polyfluoroalkyl - fused pyridines

  的3-（polyfluoroacyl）-4的反应的选择性ħ -苯并吡喃-4-酮与各种氨基杂环和芳基胺的已经被评价。所述方法有助于获得含多氟烷基的稠合吡啶。 氨基杂环-芳胺-缩合-苯并吡喃-4-酮-多氟烷基-稠合吡啶