4-[(4-methylphenyl)amino]pent-3-en-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[(4-methylphenyl)amino]pent-3-en-2-one
• 英文别名: 4-(4-methylanilino)-pent-3-en-2-one；4-(p-tolylamino)pent-3-en-2-one；4-p-toluidinopent-3-en-2-one；p-tolylaminopent-3-en-2-one；4-p-Toluidino-pent-3-en-2-on；2-p-Toluidin-penten-(2)-on-(4)；Acetylaceton-mono-p-tolylimin；2-p-Tolylimino-pentanon-(4)；Acetylaceton-mono-p-tolylimid；4-(4-Tolylamino)pent-3-en-2-one；4-(4-methylanilino)pent-3-en-2-one
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: ZQKBPMZILMKBHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[(4-methylphenyl)amino]pent-3-en-2-one 在 ammonium sulfate 、 硫酸 作用下， 生成 2,4,6-三甲基喹啉
  参考文献：
  名称：

  Bonner et al., Journal of the Chemical Society, 1955, p. 2351,2357

  摘要：

  DOI：
• 作为产物：
  描述：

  乙烷,三氯氟- 、 乙酰丙酮 在 fibrous nano silica sulfuric acid 作用下， 以 neat (no solvent) 为溶剂， 反应 0.03h， 以96%的产率得到4-[(4-methylphenyl)amino]pent-3-en-2-one
  参考文献：
  名称：

  纳米纤维状二氧化硅硫酸作为合成β-烯胺酮的高效催化剂

  摘要：

  已报道合成 KCC-1 二氧化硅硫酸作为一种新型催化剂。使用XRD、SEM、TEM、BET、FT-IR、TGA-DTA和EDX分析对催化剂进行表征。评估了在无溶剂条件下合成烯胺酮的催化活性。催化剂很容易回收并重复使用多达七个循环，但活性略有下降。该方案的吸引人的特点是催化剂负载量低、反应时间短、反应条件温和、产品收率好至极好、催化剂易于操作、操作步骤简单。 图文摘要合成了一种高效的硫酸化纳米二氧化硅硫酸并应用于烯胺酮的合成。在催化剂负载方面，该催化方案比先前报道的程序更适合于烯胺酮的合成，

  DOI：

  10.1007/s10562-013-1190-4

文献信息

• [EN] NITROGEN TITANIUM COMPLEX, CATALYTIC SYSTEM COMPRISING SAID NITROGEN TITANIUM COMPLEX AND PROCESS FOR THE (CO)POLYMERIZATION OF CONJUGATED DIENES<br/>[FR] COMPLEXE D'AZOTE TITANE, SYSTÈME CATALYTIQUE COMPRENANT LEDIT COMPLEXE D'AZOTE TITANE ET PROCÉDÉ DE (CO)POLYMÉRISATION DE DIÈNES CONJUGUÉS
  申请人：VERSALIS SPA

  公开号：WO2017017203A1

  公开（公告）日：2017-02-02

  Nitrogen titanium complex having general formula (I) or (II), wherein: - R1 represents a hydrogen atom; or is selected from linear or branched C1-C20 alkyl groups, preferably C1-C15, optionally halogenated, cycloalkyl groups optionally substituted, aryl groups optionally substituted; - R2, R3, R4 and R5, identical or different, represent a hydrogen atom; or are selected from linear or branched C1-C20 alkyl groups, preferably C1-C15, optionally halogenated, cycloalkyl groups optionally substituted, aryl groups optionally substituted, nitro groups, hydroxyl groups, amino groups; - Y represents a NH-R6 group wherein R6 represents a hydrogen atom, or is selected from linear or branched C1-C20 alkyl groups, preferably C1-C15, optionally halogenated, cycloalkyl groups optionally substituted, aryl groups optionally substituted; or a N-R7 group wherein R7 is selected from linear or branched C1-C20 alkyl groups, preferably C1-C15, optionally halogenated, cycloalkyl groups optionally substituted, aryl groups optionally substituted; - X1, X 2, X 3 and X 4, identical or different, represent a halogen atom, such as, for example, chlorine, bromine, iodine, preferably chlorine; or are selected from linear or branched C1 -C20 alkyl groups, preferably C1-C15, -OCOR8 or -OR8 groups wherein R8 is selected from linear or branched C1-C20 alkyl groups, preferably C1-C15; or one of X1, X2 and X3 is selected from ethers, such as,for example, diethylether, tetrahydrofuran (THF), dimethoxyethane, preferably tetrahydrofuran (THF); - n is 1 in the case wherein Y represents a NH-R6 group wherein R6 has the same meanings reported above; or is 0 in the case wherein Y represents a N-R7 group wherein R7 has the same meanings reported above, or in the case wherein one of X1, X2 and X3 is selected from ethers; - R'1, R' 2, R'3, R'4, R'5, R'6 and R'7, identical or different, represent a hydrogen atom; or are selected from linear or branched C1-C20 alkyl groups, preferably C1-C15, optionally halogenated, cycloalkyl groups optionally substituted, aryl groups optionally substituted; - X'1 and X'2, identical or different, represent a halogen atom such as, for example, chlorine, bromine, iodine, preferably chlorine; or are selected from linear or branched C1-C20 alkyl groups, preferably C1-C15, -OCOR'8 groups or -OR'8 groups wherein R' 8 is selected from linear or branched C1-C20 alkyl groups, preferably C1-C15; - Y' is selected from ethers such as, for example,diethylether, tetrahydrofuran (THF), dimethoxyethane, preferably is tetrahydrofuran (THF); or Y' represents a group having general formula (III), wherein R'1, R' 2, R'3, R'4, R'5, R'6 and R'7, have the same meanings as reported above; - m is 0 or 1. Said nitrogen titanium complex having general formula (I) or (II) can be advantageously used in a catalytic system for the (co)polymerization of conjugated dienes.

  氮钛配合物的一般化学式为(I)或(II)，其中：- R1代表氢原子；或者选自线性或支链的C1-C20烷基，优选C1-C15，可选择卤代，环烷基可选择取代，芳基可选择取代；- R2、R3、R4和R5，相同或不同，代表氢原子；或选自线性或支链的C1-C20烷基，优选C1-C15，可选择卤代，环烷基可选择取代，芳基可选择取代，硝基，羟基，氨基；- Y代表NH-R6基团，其中R6代表氢原子，或选自线性或支链的C1-C20烷基，优选C1-C15，可选择卤代，环烷基可选择取代，芳基可选择取代；或N-R7基团，其中R7选自线性或支链的C1-C20烷基，优选C1-C15，可选择卤代，环烷基可选择取代，芳基可选择取代；- X1、X2、X3和X4，相同或不同，代表卤素原子，例如氯、溴、碘，优选氯；或选自线性或支链的C1-C20烷基，优选C1-C15，-OCOR8或-OR8基团，其中R8选自线性或支链的C1-C20烷基，优选C1-C15；或X1、X2和X3中的一个选自醚类化合物，例如二乙醚、四氢呋喃(THF)、二甲氧基乙烷，优选四氢呋喃(THF)；- n在Y代表NH-R6基团的情况下为1，其中R6具有上述相同含义；或在Y代表N-R7基团的情况下为0，其中R7具有上述相同含义，或在X1、X2和X3中的一个选自醚类化合物的情况下为0；- R'1、R'2、R'3、R'4、R'5、R'6和R'7，相同或不同，代表氢原子；或选自线性或支链的C1-C20烷基，优选C1-C15，可选择卤代，环烷基可选择取代，芳基可选择取代；- X'1和X'2，相同或不同，代表卤素原子，例如氯、溴、碘，优选氯；或选自线性或支链的C1-C20烷基，优选C1-C15，-OCOR'8基团或-OR'8基团，其中R'8选自线性或支链的C1-C20烷基，优选C1-C15；- Y'选自醚类化合物，例如二乙醚、四氢呋喃(THF)、二甲氧基乙烷，优选四氢呋喃(THF)；或Y'代表具有一般化学式(III)的基团，其中R'1、R'2、R'3、R'4、R'5、R'6和R'7具有上述相同含义；- m为0或1。具有一般化学式(I)或(II)的氮钛配合物可优势地用于共轭二烯的催化系统中的(共)聚合。
• Liquid-Assisted Mechanosynthesis of trans-2,3-Dihydropyrroles from Chalcones and Enaminones
  作者：Hui Xu、Ze Zhang、Ming-Yue Weng、Hong Chen

  DOI：10.3987/com-20-14365

  日期：——

  iodine-promoted cyclization between chalcones and enaminones has been demonstrated under liquid-assisted grinding conditions. The present protocol provides a practical, fast and green alternative to traditional solvent-based methods due to its notable advantages such as significantly higher yield, much shorter reaction time, good functional group tolerance and mild reaction conditions.

  在液体辅助研磨条件下，通过碘促进查尔酮和烯胺酮之间的环化反应，可以有效合成各种反式-2,3-二氢吡咯。由于其显着的优点，例如明显更高的收率，更短的反应时间，良好的官能团耐受性和温和的反应条件，本协议为传统的基于溶剂的方法提供了一种实用，快速且绿色的替代方法。
• Bimetallic Ag–Cu alloy nanoparticles as a highly active catalyst for the enamination of 1,3-dicarbonyl compounds
  作者：Lipeeka Rout、Aniket Kumar、Rajendra S. Dhaka、Priyabrat Dash

  DOI：10.1039/c6ra04569c

  日期：——

  Bimetallic nanoparticles, particularly those based on copper, have recently attracted a great deal of attention for the development of low cost and highly active catalysts due to the synergistic interaction between individual metal components. In this work, bimetallic Ag–Cu alloy nanoparticles were explored as a highly active and reusable catalyst for the enamination of 1,3-dicarbonyls using diverse

  双金属纳米颗粒，特别是基于铜的双金属纳米颗粒，由于各个金属组分之间的协同相互作用，最近引起了人们的广泛关注，以开发低成本和高活性的催化剂。在这项工作中，双金属Ag-Cu合金纳米颗粒被研究为一种高活性和可重复使用的催化剂，用于使用多种胺来引发1,3-二羰基。通过紫外可见光谱，X射线衍射（XRD），高分辨率透射电子显微镜能量分散光谱（HRTEM-EDS）以及价带和核能级X射线光电子对纳米催化剂进行了深入的表征。光谱仪（XPS）来研究双金属结构和成分的影响。与单金属Ag和Cu纳米粒子相比，合金化的Ag-Cu纳米颗粒显示出高催化性能，并且所产生的催化活性取决于Ag与Cu的比例。这种增强的催化活性应该与由于银和铜纳米颗粒之间的紧密接触而形成的银和铜纳米颗粒之间的电子相互作用有关。我们的研究可为设计用于精细化学合成的高效合金纳米催化剂奠定基础通过引诱反应。
• A Green Solventless Protocol for the Synthesis of<i>β</i>-Enaminones and<i>β</i>-Enamino Esters Using Silica Sulfuric Acid as a Highly Efficient, Heterogeneous and Reusable Catalyst
  作者：Alireza Hasaninejad、Abdolkarim Zare、Mohammad Rez Mohammadizadeh、Mohsen Shekouhy、Ahmad Reza Moosavi-Zare

  DOI：10.1155/2010/829547

  日期：——

  Silica sulfuric acid is utilized as a green, highly efficient, heterogeneous and recyclable catalyst for the preparation ofβ-enaminones andβ-enamino esters from amines andβ-dicarbonyl compounds under solvent-free conditions at 80 °C. Using this method, the title compounds are produced in high to excellent yields and in short reaction times.

  硅硫酸被用作绿色、高效、非均相且可回收的催化剂，用于在80°C的无溶剂条件下从胺和β-二羰基化合物制备β-烯酮和β-烯胺酯。利用这种方法，所述化合物以高产率至极好的产率和短反应时间制备。
• Nano-SiO2 catalyzed synthesis of β-enaminones under solvent free conditions
  作者：Heshmatollah Alinezhad、Mahmood Tajbakhsh、Malihe Norouzi Sarkati、Mahboobe Zare

  DOI：10.1007/s00706-016-1654-5

  日期：2016.9

  AbstractNano-SiO2 efficiently catalyzed the synthesis of β-enaminones using direct condensation of various (cyclic and acyclic) β-diketones with aromatic and aliphatic amines under solvent-free conditions. This eco-friendly catalyst can be recovered and reused without significant loss of activity. This methodology provides a simple synthetic route to enaminones in excellent yields at room temperature. Graphical

  摘要在无溶剂条件下，使用各种（环状和无环）β-二酮与芳族和脂族胺直接缩合，纳米SiO 2有效催化了β-烯酮的合成。这种环保型催化剂可以回收和再利用，而不会显着降低活性。该方法提供了一种简单的合成途径，可在室温下以优异的产率合成烯胺酮。 图形概要