(E)-3-(4-甲氧基苯基)-N-苯基丙烯酰胺 | 340258-57-3

• 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: (E)-3-(4-甲氧基苯基)-N-苯基丙烯酰胺
• 英文名称: (E)-3-(4-methoxyphenyl)-N-phenylacrylamide
• 英文别名: 4-methoxy-trans-cinnamic acid anilide；4-Methoxy-trans-zimtsaeure-anilid；(2E)-3-(4-methoxyphenyl)-N-phenylprop-2-enamide；(E)-3-(4-methoxyphenyl)-N-phenylprop-2-enamide
• CAS: 340258-57-3
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: XICCSKWKPWAILC-FMIVXFBMSA-N

物化性质

• 熔点：
  127-129 °C(Solvent: Ethyl acetate ; Hexane)
• 沸点：
  480.7±37.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 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：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-甲氧基苯基)-N-苯基丙烯酰胺 在 bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridyl]phenyl]iridium(1+); 2-(2-pyridyl)pyridine; hexafluorophosphate 、 tributylmethylammonium dibutyl phosphate 作用下， 以 1,2-二氯乙烷 为溶剂， 以50%的产率得到7-methoxy-1-phenylquinolin-2(1H)-one
  参考文献：
  名称：

  Visible-Light-Photocatalyzed Synthesis of Phenanthridinones and Quinolinones via Direct Oxidative C–H Amidation

  摘要：

  A straightforward synthetic strategy to construct biologically relevant phenanthridinones and quinolinones was developed via visible-light-promoted direct oxidative C-H amidation. In this photocatalytic system, amidyl radicals can be generated by homolysis of the N-H bond of simple amide precursors via single-electron transfer under blue LED illumination, which leads to oxidative intramolecular C-H amidation. Moreover, an efficient synthetic strategy using a photocascade enabled facile assembly of quinolinone structures through a catalytic sequence involving triplet energy (E-T) transfer based E/Z olefin isomerization and subsequent photocatalytic generation of amidyl radical intermediates.

  DOI：

  10.1021/acs.orglett.7b03600
• 作为产物：
  描述：

  1-methoxy-4-(3-phenylprop-2-yn-1-yl)benzene 在 甲酸 、 盐酸羟胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以16%的产率得到(E)-3-(4-甲氧基苯基)-N-苯基丙烯酰胺
  参考文献：
  名称：

  通过三步串联反应 将芳基丙炔直接转化为丙烯酰胺†

  摘要：

  使用DDQ作为氧化剂，可以通过sp 3 C–H和C–C键断裂在芳基丙炔和羟胺盐酸盐之间形成一种新颖且无金属的丙烯酰胺。机理研究表明，丙烯酰胺是通过三步串联序列形成的，包括交叉脱氢偶联（CDC）反应，Aza-Meyer-Schuster重排和Beckmann重排。

  DOI：

  10.1039/c3ob42444h

文献信息

• Iron-Catalyzed CH and CC Bond Cleavage: A Direct Approach to Amides from Simple Hydrocarbons
  作者：Chong Qin、Wang Zhou、Feng Chen、Yang Ou、Ning Jiao

  DOI：10.1002/anie.201106112

  日期：2011.12.23

  Something functional: The title reaction proceeds in the presence of azide and water to deliver amides in high yields, and it can be used in a ring‐expansion strategy to generate lactams. A mechanism is proposed based on experimental results. This reaction offers a new approach to functionalizing simple and readily available hydrocarbons. DDQ=2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone.

  起作用的东西：标题反应在叠氮化物和水的存在下进行，以高收率提供酰胺，可用于扩环策略以生成内酰胺。根据实验结果提出了一种机理。该反应提供了一种功能化简单易得的碳氢化合物的新方法。DDQ = 2,3-二氯-5,6-二氰基-1,4-苯醌。
• Lewis acid catalyzed intramolecular halo-arylation of tethered alkenes using N-halosuccinimide (NXS) as the halogen source: a general method for the synthesis of chromanones, chromans, quinolones, tetrahydroquinolines and tetralins
  作者：Saumen Hajra、Biswajit Maji、Ananta Karmakar

  DOI：10.1016/j.tetlet.2005.09.170

  日期：2005.12

  Lewis acid catalyzed intramolecular halo-arylation of tethered alkenes was performed using N-halosuccinimide (NXS) as the halogen source. Among the Lewis acids investigated, Sm(OTf)3 was found to be the best catalyst. This catalytic process provides a general method for the regio- and stereoselective synthesis of annulated arene heterocycles and carbocycles such as 2-chromanones, chromans, 2-quinolones

  使用N-卤代琥珀酰亚胺（NXS）作为卤素源，进行路易斯酸催化的链状烯烃分子内卤代芳基化反应。在研究的路易斯酸中，发现Sm（OTf）3是最好的催化剂。该催化过程提供了用于环和立体选择性合成环芳烃杂环和碳环的通用方法，所述环戊烷和碳环例如具有卤官能团的2-苯并二氢吡喃酮，苯并二氢吡喃，2-喹诺酮，四氢喹啉和四氢化萘。
• Direct amidation of acids in a screw reactor for the continuous flow synthesis of amides
  作者：Ranjit S. Atapalkar、Amol A. Kulkarni

  DOI：10.1039/d3cc02402d

  日期：——

  A simple and efficient solvent-free protocol for continuous flow synthesis of amides at room temperature is developed using easily available starting materials. N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC.HCl) was used as the reagent for the formation of an amide bond without using any metal catalyst or additives. A jacketed screw reactor when operated over a residence time of

  使用易于获得的起始材料开发了一种在室温下连续流动合成酰胺的简单而有效的无溶剂方案。使用N- (3-二甲基氨基丙基)-N'-乙基碳二亚胺盐酸盐(EDC.HCl)作为形成酰胺键的试剂，不使用任何金属催化剂或添加剂。当运行停留时间超过 30 300 秒时，夹套螺杆反应器有助于实现几乎完全转化。该方法扩展到使用具有不同脂肪族单酸和二酸以及芳香酸（包括芳香族杂酸化合物和苯肼）的不同底物合成 36 种衍生物和 2 种生物活性分子。目标酰胺放大至 100 g，平均产率为 90%。
• NEGATIVE-TYPE PHOTOSENSITIVE RESIN COMPOSITION, PATTERN FORMING METHOD, CURED FILM, INSULATING FILM, COLOR FILTER, AND DISPLAY DEVICE
  申请人：Tokyo Ohka Kogyo Co., Ltd.

  公开号：EP2725423A1

  公开（公告）日：2014-04-30

  Provided are: a negative-type photosensitive resin composition capable of forming a pattern having favorable adhesiveness at a low light exposure; a pattern forming method using the negative-type photosensitive resin composition; a cured film, an insulating film, and a color filter formed using the negative-type photosensitive resin composition; and a display device provided with the cured film, insulating film, or color filter. The negative-type photosensitive resin composition according to the present invention contains a compound represented by the following formula (1). In the formula, R1 and R2 each independently indicate a hydrogen atom or an organic group, but at least one indicates an organic group. R1 and R2 may be bonded to form a ring structure and may contain a hetero atom bond. R3 indicates a single bond or an organic group. R4 to R9 each independently indicate a hydrogen atom, an organic group, etc., but R6 and R7 are never hydroxyl groups. R10 indicates a hydrogen atom or an organic group.

  本发明提供了：一种负型感光树脂组合物，该组合物能够在低光曝光下形成具有良好粘合性的图案；一种使用该负型感光树脂组合物的图案形成方法；一种使用该负型感光树脂组合物形成的固化薄膜、绝缘薄膜和彩色滤光片；以及一种装有该固化薄膜、绝缘薄膜或彩色滤光片的显示装置。根据本发明的负型感光树脂组合物含有下式（1）表示的化合物。式中，R1 和 R2 各自独立地表示氢原子或有机基团，但至少有一个表示有机基团。R1 和 R2 可以键合形成环状结构，也可以含有杂原子键。R3 表示单键或有机基团。R4 至 R9 各自独立地表示氢原子、有机基团等，但 R6 和 R7 绝不是羟基。R10 表示氢原子或有机基团。
• NOVEL COMPOUND
  申请人：Tokyo Ohka Kogyo Co., Ltd.

  公开号：EP2725011A1

  公开（公告）日：2014-04-30

  Provided is a novel compound suitable for obtaining a negative-type photosensitive resin composition capable of forming a pattern having favorable adhesiveness at a low light exposure. The compound according to the present invention is represented by the following formula (1). In the formula, R1 and R2 each independently indicate a hydrogen atom or an organic group, but at least one indicates an organic group. R1 and R2 may be bonded to form a ring structure and may contain a hetero atom bond. R3 indicates a single bond or an organic group. R4 to R9 each independently indicate a hydrogen atom, an organic group, etc., but R6 and R7 are never hydroxyl groups. R10 indicates a hydrogen atom or an organic group.

  本发明提供了一种新型化合物，该化合物适用于获得底片型感光树脂组合物，该组合物能够在低光照条件下形成具有良好粘合性的图案。根据本发明的化合物由下式（1）表示。式中，R1 和 R2 各自独立地表示氢原子或有机基团，但至少有一个表示有机基团。R1 和 R2 可以键合形成环状结构，也可以含有杂原子键。R3 表示单键或有机基团。R4 至 R9 各自独立地表示氢原子、有机基团等，但 R6 和 R7 绝不是羟基。R10 表示氢原子或有机基团。