4,4-dimethylpyrazolidin-3-one | 2941-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 4,4-dimethylpyrazolidin-3-one
• 英文别名: 5,5-dimethylpyrazolidin-3-one；4,4-Dimethyl-pyrazolidin-3-on；4,4-dimethyl-3-pyrazolidinone
• CAS: 2941-18-6
• 化学式: C₅H₁₀N₂O
• mdl: MFCD18447737
• 分子量: 114.147
• InChiKey: FJWJYHHBUMICTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-dimethylpyrazolidin-3-one 在 copper(l) iodide 、 phosphaferrocene-4-(S)-i-Pr-oxazoline 、 N-甲基二环己基胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 20.17h， 生成 ethyl (3R)-6,6-dimethyl-7-oxo-3-phenyl-3,5-dihydropyrazolo[1,2-a]pyrazole-2-carboxylate
  参考文献：
  名称：

  A New Copper-Catalyzed [3 + 2] Cycloaddition:  Enantioselective Coupling of Terminal Alkynes with Azomethine Imines To Generate Five-Membered Nitrogen Heterocycles

  摘要：

  A copper-catalyzed method for the regioselective 1,3-dipolar cycloaddition of azomethine imines to terminal alkynes has been developed. Through the use of a chiral phosphaferrocene-oxazoline ligand, a wide range of substrates can be coupled to generate useful heterocycles in very good enantiomeric excess.

  DOI：

  10.1021/ja036922u
• 作为产物：
  描述：

  氯代特戊酰氯 在 三乙胺 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 43.08h， 以30%的产率得到4,4-dimethylpyrazolidin-3-one
  参考文献：
  名称：

  A New Copper-Catalyzed [3 + 2] Cycloaddition:  Enantioselective Coupling of Terminal Alkynes with Azomethine Imines To Generate Five-Membered Nitrogen Heterocycles

  摘要：

  A copper-catalyzed method for the regioselective 1,3-dipolar cycloaddition of azomethine imines to terminal alkynes has been developed. Through the use of a chiral phosphaferrocene-oxazoline ligand, a wide range of substrates can be coupled to generate useful heterocycles in very good enantiomeric excess.

  DOI：

  10.1021/ja036922u

文献信息

• Rhodium-Catalyzed Asymmetric Arylation of Azomethine Imines
  作者：Ryo Shintani、Ying-Teck Soh、Tamio Hayashi

  DOI：10.1021/ol101700v

  日期：2010.9.17

  A rhodium-catalyzed addition of sodium tetraarylborates to azomethine imines has been described. Highly efficient asymmetric catalysis has also been achieved by employing a chiral diene ligand to give 1-(diarylmethyl)pyrazolidin-3-ones with high enantioselectivity.

  已经描述了铑催化的四芳基硼酸钠加到偶氮甲亚胺中。通过使用手性二烯配体得到具有高对映选择性的1-（二芳基甲基）吡唑烷丁-3-酮，也已经实现了高效的不对称催化。
• Selective pyrazoline insecticides and fungicides
  申请人：Eastman Kodak Company

  公开号：US05196546A1

  公开（公告）日：1993-03-23

  Certain pyrazolines have been found to be useful as aphicides and fungicides.

  某些吡唑啉被发现具有作为杀虫剂和杀菌剂的用途。
• [EN] METHOD FOR THE PREPARATION OF W-AMINO-ALKANEAMIDES AND W-AMINO-ALKANETHIOAMIDES AS WELL AS INTERMEDIATES OF THIS METHOD<br/>[FR] PROCEDE DE PREPARATION DE ƒÖ-AMINO-ALCANEAMIDES ET O-AMINO-ALCANETHIOAMIDES
  申请人：SANDOZ AG

  公开号：WO2011012319A1

  公开（公告）日：2011-02-03

  The present invention relates to method for the preparation of an ω-amino-alkane(thio)amide having the general formula (6): Furthermore, novel intermediates and partial reaction steps of the claimed method are disclosed.

  本发明涉及一种制备具有通式(6)的ω-氨基-烷(硫)酰胺的方法。此外，还披露了所述方法的新型中间体和部分反应步骤。
• Synthesis and Transformations of Ethyl 3-Formyl-1H-indole-2-carboxylate. Preparation of Aplysinopsin and β-Carboline Thiohydantoin Analogues
  作者：Renata Jakše、David Bevk、Amalija Golobič、Jurij Svete、Branko Stanovnik

  DOI：10.1515/znb-2006-0407

  日期：2006.4.1

  Various aplysinopsin and β -carboline thiohydantoin analogues were prepared starting from ethyl 3-formyl-1H-indole-2-carboxylate by condensation with the active methylene group of 2-thiohydantoin, rhodanine, or thiobarbituric acid derivatives

  各种aplysinopsin和β-咔啉硫代异噁唑酮类似物是从乙酸乙酯3-甲醛基-1H-吲哚-2-羧酸酯开始制备的，通过与2-咔啉硫代异噁唑酮、罗丹宁或硫代咪唑酮衍生物的活性亚甲基基团进行缩合反应制备。
• KEMP D. S.; SIDELL M. D.; SHORTRIDGE T. J., J. ORG. CHEM., 1979, 44, NO 25, 4473-4476
  作者：KEMP D. S.、 SIDELL M. D.、 SHORTRIDGE T. J.

  DOI：——

  日期：——