2-(aminomethylene)-5,5-dimethylcyclohexane-1,3-dione | 32583-56-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酰胺
• 英文名称: 2-(aminomethylene)-5,5-dimethylcyclohexane-1,3-dione
• 英文别名: 2-aminomethylene-5,5-dimethylcyclohexane-1,3-dione；2-aminoethylene-5,5-dimethylcyclohexane-1,3-dione；2-Aminomethylen-5,5-dimethyl-1,3-cyclohexandion；aminomethylenedimedone；InChI=1/C9H13NO2/c1-9(2)3-7(11)6(5-10)8(12)4-9/h5H,3-4,10H2,1-2H；2-(aminomethylidene)-5,5-dimethylcyclohexane-1,3-dione
• CAS: 32583-56-5
• 化学式: C₉H₁₃NO₂
• mdl: MFCD00512938
• 分子量: 167.208
• InChiKey: JFHVFURHVOBZQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(aminomethylene)-5,5-dimethylcyclohexane-1,3-dione 在 盐酸 作用下， 反应 0.5h， 生成 3-β-methylaminoethyl-5-oxo-7,7-dimethyl-5,6,7,8-tetrahydrocoumarin hydrochloride
  参考文献：
  名称：

  Acetals of lactams and acid amides. 49. Reaction of N-methyl-2-pyrrolidone and N-methyl-2-piperidone acetals with enamino diketones

  摘要：

  DOI：

  10.1007/bf00479363
• 作为产物：
  描述：

  2-dimethylaminomethylene-5,5-dimethylcyclohexane-1,3-dione 在 ammonium hydroxide 作用下， 反应 1.0h， 以70%的产率得到2-(aminomethylene)-5,5-dimethylcyclohexane-1,3-dione
  参考文献：
  名称：

  内酰胺和酰胺的缩醛。48.烯氨基二酮与酰胺晶体的反应。香豆素和卡波斯蒂利衍生物的合成

  摘要：

  DOI：

  10.1007/bf00479362

文献信息

• Chelatbildende Enaminoketone I. Synthese von unsymmetrischen Liganden
  作者：Bernd Trathnigg、Karl Golob、Hans Junek、Johann Perné、Alois Popitsch

  DOI：10.1007/bf00798314

  日期：1984.11
• NMR Part 4 —17O NMR study of 2,2-diacylenamines of Enaminones
  作者：Jin-Cong Zhuo

  DOI：10.1002/(sici)1097-458x(199707)35:7<432::aid-omr107>3.0.co;2-f

  日期：1997.7

  Natural abundance 170 NMR spectra of 41 2,2-diacylenamines (enamino diketones and enamino diesters), recorded in acetonitrile solution, are reported. Tertiary enamino diketones show only one O-17 signal; primary and secondary derivatives show two O-17 signals. The shift difference (Delta delta(HB)) between the two carbonyl groups is mainly attributed to intramolecular hydrogen bonding and depends on the donor property of the amino group and the structure of the enamino diketone. The delta(O-17) values correlate well with the pK(a) values of amines. Correlations of delta(O-17-1) values for the chelated carbonyl group with their delta(C-13-1) and delta(C-13-2) values are observed. (C) 1997 by John Wiley & Sons, Ltd.
• Iron-Catalyzed Aminolysis of β-Carbonyl 1,3-Dithianes: Synthesis of Stereodefined β-Enaminones and 3,4-Disubstituted Pyrazoles
  作者：Yeming Wang、Xihe Bi、Wei-Qi Li、Dehua Li、Qian Zhang、Qun Liu、Brim Stevy Ondon

  DOI：10.1021/ol200246x

  日期：2011.4.1

  A novel iron-catalyzed aminolysis of beta-carbonyl 1,3-dithianes with various amines including ammonia, primary and secondary amines, as well as hydrazine hydrate has been developed, leading to the synthesis of steleodefined beta-enaminones and 3,4-disubstituted pyrazoles in good to high yields.
• Unusual reaction of N,N-dimethylacetamide diethyl acetal with 2-aminomethylene-5,5-dimethylcyclohexane-1,3-dione. Synthesis of coumarin and carbostyril derivatives
  作者：A. K. Shanazarov、V. V. Chistyakov、V. G. Granik

  DOI：10.1007/bf00515437

  日期：1986.1
• CTPAKOB, A. YA.;KOZLOVSKAYA, T. F.;PETROVA, M. V.;TKACHENKO, R. G., IZV. AN LATVSSR. CEP. XIM.,(1989) N, S. 579-583
  作者：CTPAKOB, A. YA.、KOZLOVSKAYA, T. F.、PETROVA, M. V.、TKACHENKO, R. G.

  DOI：——

  日期：——

表征谱图