4-tert-butyl-6-methyl-3-cyano-2-pyridone | 146881-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-tert-butyl-6-methyl-3-cyano-2-pyridone
• 英文别名: 4-tert-butyl-3-cyano-6-methyl-2(1H)-pyridinone；4-tert-butyl-6-methyl-2-oxo-1H-pyridine-3-carbonitrile
• CAS: 146881-62-1
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.245
• InChiKey: JBKHESJBXINHRN-UHFFFAOYSA-N

物化性质

• 熔点：
  247-248 °C
• 沸点：
  347.6±35.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-tert-butyl-6-methyl-3-cyano-2-pyridone 生成 4-tert-butyl-6-methyl-2-oxo-1H-pyridine-3-carboxylic acid
  参考文献：
  名称：

  Radojkovi-Velikovi M., Valenti N. V., Mii-Vukovi M., J. Serb. Chem. Soc, 59 (1994) N 12, S 921-927

  摘要：

  DOI：
• 作为产物：
  描述：

  氰乙酰胺 、 5,5-二甲己烷2,4-二酮 以 水 为溶剂， 反应 96.0h， 以14.5%的产率得到4-tert-butyl-6-methyl-3-cyano-2-pyridone
  参考文献：
  名称：

  Mijin, Dusan Z; Antonovic, Dusan G; Misic-Vukovic, Milica M, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, p. 309 - 311

  摘要：

  DOI：

文献信息

• Mijin, Dusan Z; Antonovic, Dusan G; Misic-Vukovic, Milica M, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, p. 309 - 311
  作者：Mijin, Dusan Z、Antonovic, Dusan G、Misic-Vukovic, Milica M

  DOI：——

  日期：——
• Kinetics and mechanism of the condensation reaction of symmetrical and unsymmetrical 1,3-diketones with cyanoacetamide in the synthesis of 4,6-disubstituted-3-cyano-2-pyridones
  作者：Milica Mišić-Vuković、Mirjana Radojković-Veličković

  DOI：10.1039/p29920001965

  日期：——

  The rate constants for the condensation. reaction of cyanoacetamide with pentane-2,4-dione, 5-methylhexane-2,4-dione and 5,5-dimethylhexane-2,4-dione catalysed by piperidine were determined under a variety of experimental conditions. A UV spectrophotometric method for rate measurements was developed and the structures of the products were elucidated by means of a spectroscopic study. On the basis of the obtained rate constants, activation parameters and the evidence on the structure of synthesized unsymmetrical 4,6-disubstituted-3-cyano-2-pyridones a possible reaction scheme was suggested. It was thus possible to explain the selectivity of the reaction and the position of substituents in the pyridones obtained.
• Regioselective Synthesis of 2(1<i>H</i>)-Pyridinones from β-Aminoenones and Malononitrile. Reaction Mechanism
  作者：Angel Alberola、Luis A. Calvo、Alfonso González Ortega、M. Carmen Sañudo Ruíz、Pedro Yustos、Santiago García Granda、Esther García-Rodriguez

  DOI：10.1021/jo991121o

  日期：1999.12.1

  The identification of some intermediates of the reactions between beta-aminoenones and malononitrile to give 2(1H)-pyridinones has allowed us to obtain valuable information concerning its mechanism. These reactions begin with a conjugated addition of the nitrile to the enone followed by elimination. The compounds thus obtained cyclize to nonisolable 2H-pyran-2-imine. This afforded 2(1H)-pyridinones by ring opening to unsaturated aminoamides followed by cyclization (Dimroth-type rearrangement).
• Radojkovi-Velikovi M., Valenti N. V., Mii-Vukovi M., J. Serb. Chem. Soc, 59 (1994) N 12, S 921-927
  作者：Radojkovi-Velikovi M., Valenti N. V., Mii-Vukovi M.

  DOI：——

  日期：——
• Mijin, Dušanž; Mišić-Vuković, Milica M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998, vol. 37, # 10, p. 988 - 994
  作者：Mijin, Dušanž、Mišić-Vuković, Milica M.

  DOI：——

  日期：——