4-氨基肉桂酸甲酯 | 65198-02-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 4-氨基肉桂酸甲酯
• 英文名称: methyl p-aminocinnamate
• 英文别名: 4-aminocinnamic acid methyl ester；2-Propenoic acid, 3-(4-aminophenyl)-, methyl ester；methyl 3-(4-aminophenyl)prop-2-enoate
• CAS: 65198-02-9
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: HYVLKRMLVXUWQE-UHFFFAOYSA-N

物化性质

• 熔点：
  128-130 °C
• 沸点：
  335.3±25.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  4-氨基肉桂酸甲酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.5h， 生成 N-acetyl-4-aminocinnamyl alcohol
  参考文献：
  名称：

  Ultrahigh performance bio-based polyimides from 4,4′-diaminostilbene

  摘要：

  We have developed a novel route for the synthesis of high-performance bio-polyimides (PIs) microbially-derived from photo-responsive aromatic diamine 4,4'-diaminostilbene (DAS) and its reduced counterpart 4, 4'-(ethane-1,2-diyl) dianiline (EDDA). DAS and EDDA were condensed with various commercially-available dianhydrides to obtain a series of poly(amic acid)s (PAAs) and PIs which were characterized in terms of their thermal, mechanical, and photo-functions. These bio-based PAAs showed a very high viscosity of 6.62 dL/g, and the PIs showed ultrahigh thermal resistance with T-d10 values over 600 degrees C, which were higher than that of any bio-based plastic reported thus far. They also showed T-g values above 250 degrees C, and tensile strength of over 132 MPa, which is higher than that of Kapton (TM). The PIs also showed photo-functional behavior based on stilbene-based photoreactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.12.008
• 作为产物：
  描述：

  N-Boc-4-碘苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 N,N-二异丙基乙胺 、 三氟乙酸 、 zinc dibromide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-氨基肉桂酸甲酯
  参考文献：
  名称：

  4′-Alkoxyl substitution enhancing the anti-mitotic effect of 5-(3′,4′,5′-substituted)anilino-4-hydroxy-8-nitroquinazolines as a novel class of anti-microtubule agents

  摘要：

  Mitosis inhibitors are powerful anticancer drugs. Based on a novel anti-microtubule agent of 5-(4'-methoxy)anilino-4-hydroxy-8-nitroquinazoline, a series of 5-(3',4',5'-substituted)anilino-4-hydroxy-8- nitroquinazolines were designed and synthesized to investigate the effect of the substitution on the inhibitory activity against mitotic progression of tumor cells. The large alkoxyl substitution on the 4'-position of 5-anilino ring is beneficial for the potency. The 5-(3',4,5'-trimethoxy)anilino-8-nitroquinazoline (1h) displays an overwhelming activity in arresting the cells at the G2/M phase, providing a promising new template for further development of potent microtubule-targeted anti-mitotic drugs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.058

文献信息

• Commercially Available CuO Catalyzed Hydrogenation of Nitroarenes Using Ammonia Borane as a Hydrogen Source
  作者：Jialei Du、Jie Chen、Hehuan Xia、Yiwei Zhao、Fang Wang、Hong Liu、Weijia Zhou、Bin Wang

  DOI：10.1002/cctc.201902391

  日期：2020.5.7

  dehydrogenation and nitroarenes hydrogenation has been reported as a novel strategy for the preparation of aromatic amines. However, the practical application of this strategy is subjected to the high‐cost and tedious preparation of supported noble metal nanocatalysts. The commercially available CuO powder is herein demonstrated to be a robust catalyst for hydrogenation of nitroarenes using ammonia borane

  串联氨硼烷脱氢和硝基芳烃氢化已被报道为制备芳族胺的新策略。然而，该策略的实际应用受到昂贵且繁琐的负载型贵金属纳米催化剂的制备的影响。本文证明可商购获得的CuO粉末是在温和条件下使用氨硼烷作为氢源用于硝基芳烃加氢的强力催化剂。通过这种方法可以获得许多胺（甚至是位阻，卤代和二胺）。这种单金属催化剂的特点是无载体，出色的化学选择性，低成本和高可回收性，这将有利于其在制备还原化学中的未来应用。
• Highly effective cellulose supported 2-aminopyridine palladium complex (Pd(II)-AMP-Cell@Al2O3) for Suzuki-Miyaura and Mizoroki–Heck cross-coupling
  作者：Pradeep Mhaldar、Sandip Vibhute、Gajanan Rashinkar、Dattaprasad Pore

  DOI：10.1016/j.reactfunctpolym.2020.104586

  日期：2020.7

  emission spectroscopy (ICP-AES) and thermo gravimetric analysis (TGA). The catalyst has been successfully employed in Suzuki-Miyaura as well as Mizoroki–Heck cross-coupling reactions. The reactions proceed smoothly resulting in the high yields of cross-coupling products (81 to 95%) within short reaction times. The catalyst can be efficiently recovered by simple filtration and reused for multiple cycles

  在本工作中，一种新型，高效，可回收的有机-无机杂化多相催化剂（Pd（II）-AMP-Cell @ Al 2 O 3通过将2-氨基吡啶共价接枝在氯丙基改性的纤维素-氧化铝复合材料上，然后与乙酸钯络合来制备）。通过扫描电子显微镜（SEM），透射电子显微镜（TEM），能量色散X射线光谱（EDX），X射线衍射（XRD），电感耦合等离子体原子发射光谱（ICP- AES）和热重分析（TGA）。该催化剂已成功用于Suzuki-Miyaura以及Mizoroki-Heck交叉偶联反应。反应平稳进行，从而在较短的反应时间内获得了高产率的交叉偶联产物（81％至95％）。可以通过简单的过滤有效地回收催化剂，并将其重复使用多次，而不会显着降低催化活性。
• Triazine-hyperbranched polymer-modified magnetic nanoparticles-supported nano-cobalt for C–C cross-coupling reactions
  作者：Abdol R. Hajipour、Shaghayegh Sadeghi

  DOI：10.1007/s13738-021-02261-5

  日期：2021.12

  polymer-encapsulated cobalt nanoparticles showed high catalytic activity in Mizoroki–Heck and Suzuki–Miyaura cross-coupling reactions. Heck and Suzuki reactions were carried out using 0.35 and 0.4 mol% of cobalt nanoparticles in which the turnover number (TON) values were calculated as 271 and 225, respectively. In addition, the produced heterogeneous catalyst could be recovered and reused without considerable

  超支化聚合物 (HBP) 的设计和在催化系统中特别是在有机化学中制造它们是一个相对未开发的领域。本文报道了利用三嗪超支化聚合物 (THBP) 包覆的磁性壳聚糖纳米粒子 (MCs) 作为钴纳米粒子的稳定基质。钴纳米粒子是通过配位钴 (II) 离子与胺终止的三嗪聚合物制成的，然后在水性介质中使用硼氢化钠还原成 Co(0)。Co(0)-THBP@MCs 通过 FT-IR、SEM-EDX、TEM 和 TGA 分析得到充分表征。通过ICP和XRD技术确定金属钴的存在。这种新型超支化多环芳烃聚合物包覆的钴纳米粒子在 Mizoroki-Heck 和 Suzuki-Miyaura 交叉偶联反应中显示出高催化活性。Heck 和 Suzuki 反应使用 0.35 和 0.4 mol% 的钴纳米粒子进行，其中转换数 (TON) 值分别计算为 271 和 225。此外，所产生的多相催化剂可以回收和再利用而不会显着损失活性。氧稳定性和超过
• Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions
  作者：Mahdieh Ghabdian、Mohammad Ali Nasseri、Ali Allahresani、Alireza Motavallizadehkakhky

  DOI：10.1007/s11164-018-3455-4

  日期：2021.4

  A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled

  通过FT-IR，ICP-AES，XRD，SEM / EDX和TEM表征了负载在氧化石墨烯纳米片上的Pd（II）Schiff碱配合物（Pd（II）salen @ CPGO）。已发现合成的纳米催化剂是铃木-宫浦和赫克-米佐罗基偶联反应的高效多相催化剂。Pd（II）salen @ CPGO可以很容易地从反应混合物中分离和回收，并循环使用几次，而其催化活性却没有明显降低。固体片材负载的Pd催化剂的构造将有望成为进行多相催化反应的有前途的系统。
• Synthesis and structural characterization for novel mixed-donor ligand palladium (II) based on graphene and oxime: its application as a highly stable and efficient recyclable catalyst
  作者：Samira Ashiri、Ebrahim Mehdipour

  DOI：10.1007/s13738-018-1427-7

  日期：2018.10

  mixed-ligand complex synthesized with reduced graphene oxides containing tetraethoxysilane and menthone oxime was used as an efficient solid catalyst for the Heck coupling reaction. To maintain stability and catalytic activity in the C–C bond reaction, graphene was considered due to the available surface as the solid support. Then, the structure of new heterogeneous catalyst was investigated by FT-IR, UV–Vis DRS

  在本文中，由含四乙氧基硅烷和薄荷酮肟的还原氧化石墨烯合成的钯（II）混合配体配合物被用作Heck偶联反应的有效固体催化剂。为了在C–C键反应中保持稳定性和催化活性，由于可用表面作为固体载体，因此考虑使用石墨烯。然后，通过FT-IR，UV-Vis DRS，FE-SEM，EDX，AFM，XRD，ICP-OES，拉曼和TGA研究了新型非均相催化剂的结构。新合成的纳米催化剂具有有益的特性，包括产物易于分离，反应时间短，产物纯度高（收率79-99％）和后处理程序容易。此外，该催化剂被重复使用了六次，而催化活性和性能没有明显降低。