p-Acetylamino-chalcon | 62574-02-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: p-Acetylamino-chalcon
• 英文别名: acetic acid-[4-(3-oxo-3-phenyl-propenyl)-anilide]；ω-(4-Acetamino-benzyliden)-acetophenon；Essigsaeure-[4-(3-oxo-3-phenyl-propenyl)-anilid]；ω-(4-Acetamino-benzal)-acetophenon；4-Acetamino-chalkon；N-[4-(3-oxo-3-phenylprop-1-enyl)phenyl]acetamide
• CAS: 62574-02-1
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: MJYUMWOKEJNYEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-Acetylamino-chalcon 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 反应 4.5h， 生成 4-(2,5-二苯基-3,4-二氢吡唑-3-基)苯胺
  参考文献：
  名称：

  Bilgin; Palaska; Sunal, Pharmazie, 1994, vol. 49, # 1, p. 67 - 69

  摘要：

  DOI：
• 作为产物：
  描述：

  对乙酰氨基苯甲醛 、 苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 p-Acetylamino-chalcon
  参考文献：
  名称：

  以甲醇和氯化铵为氢源对α，β-不饱和酮进行电化学1,4-还原†

  摘要：

  提出了通过电化学方法可持续的，化学选择性的α，β-不饱和酮的1，4-还原，其中极其廉价的氯化铵（NH 4 Cl）被用作唯一的添加剂。反应在环境温度下在空气中平稳进行。机理研究表明，NH 4 Cl和溶剂甲醇均可作为氢供体。

  DOI：

  10.1039/c9cc02368b

文献信息

• Lithium amidoborane, a highly chemoselective reagent for the reduction of α,β-unsaturated ketones to allylic alcohols
  作者：Weiliang Xu、Yonggui Zhou、Ruimin Wang、Guotao Wu、Ping Chen

  DOI：10.1039/c1ob06368e

  日期：——

  Lithium amidoborane (LiNH2BH3, LiAB for short), is capable of chemoselectively reducing α,β-unsaturated ketones to the corresponding allylic alcohols at ambient temperature. A mechanistic study shows that the reduction is via a double hydrogen transfer process. The protic H(N) and hydridic H(B) in amidoborane add to the O and C sites of the carbonyl group, respectively.

  酰胺基硼烷锂（LiNH 2 BH 3，简称LiAB）在环境温度下能够将α，β-不饱和酮化学选择性还原为相应的烯丙基醇。机理研究表明，还原是通过双氢转移过程进行的。酰胺基硼烷中的质子H（N）和氢H（B）分别加到羰基的O和C位上。
• Design and synthesis of novel natural clinoptilolite-MnFe2O4 nanocomposites and their catalytic application in the facile and efficient synthesis of chalcone derivatives through Claisen-Schmidt reaction
  作者：Reza Aryan、Noshin Mir、Hamid Beyzaei、Amin Kharade

  DOI：10.1007/s11164-018-3366-4

  日期：2018.7

  the aldol-type Claisen–Schmidt reaction for the synthesis of chalcones. A strong catalytic synergy was observed between nano-MnFe2O4 particles and natural clinoptilolite in the structure of these nanocomposites. The products with a broad range of substituents on the reactants were efficiently obtained under room-temperature conditions within relatively short reaction times with good to excellent yields

  通过使用各种量的锰铁氧体（MnFe 2 O 4）纳米粒子修饰天然斜发沸石的表面，制备了一系列三种新型纳米复合材料。通过XRD，FT-IR，EDX，VSM和TEM分析，可以充分表征这些锰铁氧体改性的纳米复合材料（MFO-NC）。在斜发沸石（MFO–NC-3）中含有40 wt％锰铁氧体的这些新型纳米复合材料之一在醛醇型Claisen–Schmidt反应中显示了强大的催化行为，可合成查耳酮。在纳米MnFe 2 O 4之间观察到强烈的催化协同作用这些纳米复合材料的结构中存在颗粒和天然斜发沸石。在一种制备的MFO-NC纳米复合材料的存在下，在室温条件下，在较短的反应时间内即可有效地获得在反应物上具有广泛取代基的产物，并具有良好或优异的收率。这种纳米复合材料在查耳酮的合成中也显示出很强的稳定性和可重复使用性。
• Synthesis of 3,4‐Dihydro‐2 <i>H</i> ‐Pyrroles from Ketones, Aldehydes, and Nitro Alkanes via Hydrogenative Cyclization
  作者：Barbara Klausfelder、Patricia Blach、Niels de Jonge、Rhett Kempe

  DOI：10.1002/chem.202201307

  日期：2022.8.22

  developed and employed for the synthesis of 3,4-dihydro-2H-pyrroles via hydrogenation and subsequent cyclization of nitro ketones. The catalyst was identified from a library of 24 heterogeneous catalysts. The key to our hydrogenation/cyclization reaction is the tolerance of aldehydes and ketones as functional groups and the ability to hydrogenate aliphatic nitro compounds efficiently.

  一种高活性、选择性和可重复使用的镍催化剂已被开发并用于通过硝基酮的氢化和随后的环化合成 3,4-二氢-2 H-吡咯。该催化剂是从 24 种非均相催化剂的库中鉴定出来的。我们的氢化/环化反应的关键是醛和酮作为官能团的耐受性以及高效氢化脂肪族硝基化合物的能力。
• PYRIDINE DERIVATIVES
  申请人：TAISHO PHARMACEUTICAL CO. LTD

  公开号：EP0795545A1

  公开（公告）日：1997-09-17

  A pyridine derivative represented by the following formula: , where R1 is a methyl group or a functional group represented by any one of the following formulae:         ―CONHCH2CH2N(CH3)2         ―CONHCH2CH2CH2N(CH3)2         ―COOCH2CH2N(CH3)2         ―COOCH2CH2N(CH2CH3)2         ―NHCOCH2N(CH3)2         ―NHCOCH2N(CH2CH3)2 and R2 is a hydrogen atom, an amino group or a functional group represented by any one of the following formulae:         ―CONHCH2CH2N(CH3)2         ―COOCH2CH2N(CH3)2         ―NHCOCH2N(CH3)2         ―NHCOCH2N(CH2CH3)2 or a salt thereof directly or indirectly acts on neuronal cells in vivo and is expected to show an effect on amelioration and curing of nerve disorders due to neuronal degeneration, with application as a drug for ameliorating and curing, for example, traumatic symptoms and maladies, those induced by drugs such as alcohol, antineoplastic agents, etc., inflammatory ones, metabolic ones as observed in diabetes, etc., and furthermore those due to idiopathic degeneration of peripheral nerves, and also with application as drugs for ameliorating and curing symptoms and maladies due to degeneration of central nerves, for example, Alzheimer's disease and cerebrovascular ischemia, Down syndrome, Parkinson's disease, Huntington chorea, diseases secondary to cerebral ischemia, cerebral infarction, intracerebral bleeding, head injuries, etc., amnesia, spinal neuropathy, etc.

  下式所代表的吡啶衍生物： 其中 R1 是甲基或下式中任何一种所代表的官能团： -conhch2ch2n(ch3)2 -conhch2ch2ch2n（ch3）2 -cooch2ch2n(ch3)2 -cooch2ch2n(ch2ch3)2 -NHCOCH2N(CH3)2 -NHCOCH2N（CH2CH3）2 而 R2 是氢原子、氨基或由下式中任一式代表的官能团： -conhch2ch2n(ch3)2 -cooch2ch2n(ch3)2 -NHCOCH2N（CH3）2 -NHCOCH2N（CH2CH3）2 或其盐在体内直接或间接作用于神经元细胞，并有望显示出改善和治疗因神经元变性引起的神经紊乱的效果，可用作改善和治疗创伤性症状和弊病、酒精等药物引起的症状和弊病、抗肿瘤药物等引起的症状和弊病、炎症性症状和弊病、糖尿病等引起的代谢性症状和弊病的药物、此外，还可用于改善和治疗中枢神经退化引起的症状和疾病，如阿尔茨海默病和脑血管缺血、唐氏综合症、帕金森病、亨廷顿舞蹈症、继发于脑缺血、脑梗塞、脑出血、头部损伤等的疾病、健忘症、脊髓神经病等。
• 10.1021/acs.orglett.4c00277
  作者：Dey, Kartick、de Ruiter, Graham

  DOI：10.1021/acs.orglett.4c00277

  日期：——

  Here, we report the chemoselective hydrogenation of α,β-unsaturated ketones catalyzed by a well-defined Mn(I) PCNHCP pincer complex [(PCNHCP)Mn(CO)2H] (1). The reaction is compatible with a wide variety of functional groups that include halides, esters, amides, nitriles, nitro, alkynes, and alkenes, and for most substrates occurs readily at ambient hydrogen pressure (1–2 bar). Mechanistic studies and

  在这里，我们报道了由明确的 Mn(I) PC NHC P 钳配合物 [(PC NHC P)Mn(CO) 2 H] 催化的 α,β-不饱和酮的化学选择性氢化 ( 1 )。该反应与多种官能团兼容，包括卤化物、酯、酰胺、腈、硝基、炔烃和烯烃，并且对于大多数底物来说，在环境氢气压力（1-2 bar）下很容易发生。机理研究和氘标记实验揭示了一种非合作机制，本报告将对此进行进一步讨论。