2-((dimethylamino)methylene)cyclopentanone | 62041-55-8

• 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-((dimethylamino)methylene)cyclopentanone
• 英文别名: 2-Dimethylaminomethylenecyclopentanone；2-(dimethylaminomethylidene)cyclopentan-1-one
• CAS: 62041-55-8
• 化学式: C₈H₁₃NO
• mdl: MFCD22421988
• 分子量: 139.197
• InChiKey: ZDMLTTPLWSNBND-UHFFFAOYSA-N

物化性质

• 熔点：
  46-47 °C
• 沸点：
  93-96 °C(Press: 0.1 Torr)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  2-((dimethylamino)methylene)cyclopentanone 在 溶剂黄146 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 18.0h， 生成 2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  An Efficient Synthesis of Functionalized 2-Pyridones by Direct Route or via Amide/Enolate Ammonium Salt Intermediates

  摘要：

  A number of compounds with a 2-pyridone structure 3, which have different substituents and are analogous to cardiotonic drugs like milrinone, have been synthesized in high yields from the appropriate enamino ketones 2 using different cyanomethylene active compounds (methyl cyanoacetate, benzoylacetonitrile and phenylsulfonylacetonitrile). In this synthetic route, the active role of the dimethylamine released in situ on the cyclization process has been underlined. In particular, its direct intervention, as a nucleophile or a base, was proven and intermediate amides 5 or enolate ammonium salts 6 were isolated and recognized by the analytical and spectral data.

  DOI：

  10.1055/s-1999-3531
• 作为产物：
  描述：

  2-hydroxymethylenecyclopentanone 、 二甲胺 以 苯 为溶剂， 生成 2-((dimethylamino)methylene)cyclopentanone
  参考文献：
  名称：

  Pyridine durch elektrocyclischen Ringschluß mit Eliminierung

  摘要：

  DOI：

  10.1055/s-1977-24383

文献信息

• A copper-catalyzed three component reaction of aryl acetylene, sulfonyl azide and enaminone to form iminolactone <i>via</i> 6π electrocyclization
  作者：Jiarui Sun、Xiangsheng Cheng、John Kamanda Mansaray、Weihong Fei、Jieping Wan、Weijun Yao

  DOI：10.1039/c8cc06868b

  日期：——

  sulfonyl azide to construct iminolactone via a cascade process involving copper-catalyzed alkyne–azide cycloaddition (CuAAC), Michael addition of metalated ketenimine followed by elimination and 6π electrocyclization.

  我们开发了一种铜催化的芳基乙炔，烯胺酮和磺酰叠氮化物的三组分反应，通过级联工艺来构建亚氨基内酯，该工艺涉及铜催化的炔炔叠氮化物环加成反应（CuAAC），金属加成的酮亚胺的迈克尔加成反应，然后消除和6π电环化。
• [EN] BIARYL PYRAZOLES AS NRF2 REGULATORS<br/>[FR] BIARYL PYRAZOLES UTILISÉS COMME RÉGULATEURS DE NRF2
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2017060854A1

  公开（公告）日：2017-04-13

  The present invention relates to biaryl pyrazole compounds, methods of making them, pharmaceutical compositions containing them and their use as NRF2 regulators.

  本发明涉及双芳基吡唑化合物、它们的制备方法、含有它们的药物组合物及其作为NRF2调节剂的应用。
• The synthesis of mannich bases from ketones and esters via enaminones.
  作者：Paul Francis Schuda、Cynthia B. Ebner、Tina M. Morgan

  DOI：10.1016/s0040-4039(00)84586-4

  日期：1986.1

  The reactions of a series of activated methylene compounds with amide acetals to form high yields of enaminones is described. Further conversion to the Mannich Bases via reduction with lithium aluminum hydride is also covered.

  描述了一系列活化的亚甲基化合物与酰胺缩醛的反应以形成高产率的烯胺酮。还涵盖了通过用氢化锂铝还原而进一步转化为曼尼希碱的方法。
• [EN] ENAMINOCARBONYL COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS D'ÉNAMINOCARBONYLE ET LEUR UTILISATION
  申请人：INST CHEMII ORGANICZNEJ POLSKA

  公开号：WO2010087727A1

  公开（公告）日：2010-08-05

  The present invention relates to enaminocarbonyl compounds with the formula I, in which X denotes O or CH2, Y denotes N and each of R1 and R2 denotes hydrogen, or Y denotes a CH and either R1 or R2 denotes a C1-4 alkyl, and the remaining R1 or R2 denotes hydrogen, selected (for Y denoting CH and R1 or R2 denoting a C1-4 alkyl) from a group encompassing a mixture of R and S enantiomers enriched in either enantiomer R or enantiomer S, enantiomer R and enantiomer S. The present invention also relates to the use of compounds with the formula I, in which X denotes O or CH2, Y denotes a CH and either R1 or R2 is selected from a group encompassing hydrogen and a C1-4 alkyl, and the remaining R1 or R2 denotes hydrogen, for the modification of the taste of a product and/or preparation for oral administration.

  本发明涉及具有式I的恩酰胺羰基化合物，其中X表示O或CH2，Y表示N，并且R1和R2中的每一个表示氢，或者Y表示CH且R1或R2表示C1-4烷基，剩余的R1或R2表示氢，从一个包含富集于R或S对映体的R和S对映体混合物的群体中选择（对于Y表示CH且R1或R2表示C1-4烷基），对映体R和对映体S。本发明还涉及具有式I的化合物的用途，其中X表示O或CH2，Y表示CH，且R1或R2从包括氢和C1-4烷基的群体中选择，剩余的R1或R2表示氢，用于改善产品的口味和/或口服制剂的调整。
• Synthesis and optical characterization of new ketocyanine dyes with extended polymethine chaines
  作者：Sergey Miltsov、Julian Alonso‐Chamarro、Mar Puyol

  DOI：10.1002/jhet.4027

  日期：2020.8

  New symmetrical and unsymmetrical near‐infrared absorbing ketocyanine‐type dyes are synthesized and their optical characterization is done. The relationships between their structure and optical properties are discussed. The synthesized ketocyanine dyes show a positive solvatochromism and are poorly fluorescent. A new procedure for the preparation of N ,N ,N ′,N ′‐ tetramethylvinamidinium perchlorate

  合成了新的对称和不对称的近红外吸收酮氰酸型染料，并完成了其光学表征。讨论了它们的结构与光学性质之间的关系。合成的酮花青染料显示出正溶剂溶变色，并且荧光性差。用于制备的新的程序Ñ，Ñ，Ñ '，Ñ ' - tetramethylvinamidinium高氯酸盐，这对各种杂环化合物以及为花青染料的制备的合成一个非常有用的试剂显影。