2-anilinomethylideneindane-1,3-dione | 38337-19-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-anilinomethylideneindane-1,3-dione
• 英文别名: 2-anilinomethyleneindan-1,3-dione；2-(Anilinomethyliden)-1,3-indandion；2-Anilinomethylen-indan-1,3-dion；2-Anilinomethylen-indandion-(1.3)；2-(N-Phenyl-formimidoyl)-indandion-(1.3)；1.3-Dioxo-2-anilinomethylen-hydrinden；2-Phenyliminomethyl-indandion-(1.3)；2-(anilinomethylidene)indene-1,3-dione
• CAS: 38337-19-8
• 化学式: C₁₆H₁₁NO₂
• 分子量: 249.269
• InChiKey: RJWGMPWJKXQPAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-anilinomethylideneindane-1,3-dione 、 甲胺 以 乙醇 为溶剂， 生成 (2-Methylaminomethyliden)-1,3-indandion
  参考文献：
  名称：

  NMR Part 4 —17O NMR study of 2,2-diacylenamines of Enaminones

  摘要：

  Natural abundance 170 NMR spectra of 41 2,2-diacylenamines (enamino diketones and enamino diesters), recorded in acetonitrile solution, are reported. Tertiary enamino diketones show only one O-17 signal; primary and secondary derivatives show two O-17 signals. The shift difference (Delta delta(HB)) between the two carbonyl groups is mainly attributed to intramolecular hydrogen bonding and depends on the donor property of the amino group and the structure of the enamino diketone. The delta(O-17) values correlate well with the pK(a) values of amines. Correlations of delta(O-17-1) values for the chelated carbonyl group with their delta(C-13-1) and delta(C-13-2) values are observed. (C) 1997 by John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1097-458x(199707)35:7<432::aid-omr107>3.0.co;2-f
• 作为产物：
  描述：

  苯胺 在 盐酸 、 sodium azide 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.5h， 生成 2-anilinomethylideneindane-1,3-dione
  参考文献：
  名称：

  Synthesis of bioactive 1-alkyl-1H-naphtho[2,3-d][1,2,3]triazole-4,9-diones and N-aryl-2-aminomethylene-1,3-indanediones using water as the solvent

  摘要：

  Through a [2+3] cycloaddition reaction, a new environmentally friendly method was developed to enable the synthesis of bioactive 1-alkyl-1H-naphtho[2,3-d][1,2,3]triazole-4,9-diones and N-aryl-2-aminomethylene-1,3-indanediones using water as the solvent with good yields and minimum requirement of purification. This new green synthetic protocol is simple and suitable for scale-up synthesis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.129

文献信息

• Untersuchungen an β-Sultonen, 5. Mitt. Zur Reaktion von vicinalen Polycarbonylverbindungen mit Alkansulfonylhalogeniden und Triethylamin, Teil 2
  作者：Wolfgang Hanefeld、Detlef Kluck

  DOI：10.1002/ardp.19823150114

  日期：——

  Die in Teil 1 dargestellten (2‐Chlor‐1,3‐dioxo‐indan‐2‐yl)‐methansulfonate 1 lieferten mit Phosphorpentachlorid teilweise die Sulfonylchloride 2, aber auch das Abbauprodukt 3 sowie das Bis‐acyl‐ketendichlorid 7. Mit Aminen reagierte 2 nicht zu den Sulfonamiden 9, sondern zu den 2‐Amino‐methyliden‐1,3‐indanionen 10.

  第 1 部分中所示的（2-氯-1,3-二氧代-茚满-2-基）-甲磺酸盐 1 与五氯化磷部分提供了磺酰氯 2，但也提供了降解产物 3 和双酰基乙烯酮二氯化物 7 . 与胺 2 反应的不是磺酰胺 9，而是 2-氨基-亚甲基-1,3-茚满 10。
• A simple, novel method for the preparation of polymer-tetherable, zwitterionic merocyanine NLO-chromophores
  作者：A. J. Kay、A. D. Woolhouse、G. J. Gainsford、T. G. Haskell、T. H. Barnes、I. T. McKinnie、C. P. Wyss

  DOI：10.1039/b008316j

  日期：——

  A suite of polymer-ready nonlinear optical merocyanines has been synthesised and characterised. The tethering functionality—a vicinal dihydroxypropyl residue—is introduced onto the donor nitrogen of the chromophore precursor without the need for protection/deprotection steps, thereby giving ready access to potentially high Tg condensation polymer systems. An X-ray crystal structure determination on a representative chromophore 5 confirms the largely zwitterionic nature of these systems and experimental measurements of second-order nonlinear response [β(0)], by hyper-Raleigh scattering, indicate that a pyridylidene donor–quinomethide acceptor combination gives rise to the largest nonlinearity.

  一套聚合物就绪的非线性光学部花青已被开发出来 合成并表征。网络共享功能——邻域 二羟丙基残基——被引入到供体氮上 发色团前体，无需保护/脱保护步骤， 从而可以随时获得潜在的高 Tg 冷凝 聚合物系统。代表性物质的 X 射线晶体结构测定 发色团 5 证实了很大程度上 这些系统的两性离子性质和二阶实验测量 非线性响应 [β(0)]，作者：hyper-Raleigh 散射，表明吡啶基供体-喹诺酮受体 组合产生最大的非线性。
• Cerium(III) triflate–catalyzed cycloaddition reaction in aqueous conditions to substituted naphthotriazolediones
  作者：Ya‐Syuan Li、Chien‐Fu Liang

  DOI：10.1002/jccs.202200018

  日期：2022.5

  In this study, the cerium(III) trifluoromethanesulfonate–catalyzed cycloaddition of 1,4-naphthoquinone with functionalized azides in aqueous solutions was used to synthesize naphtho[2,3-d][1,2,3]triazole-4,9-dione derivatives. Moreover, our method boasts scalability and completes the synthesis of two key biological compounds. Our method's advantages are environmentally friendly reaction conditions

  本研究采用三氟甲磺酸铈（III）催化的 1,4-萘醌与官能化叠氮化物在水溶液中的环加成反应合成萘并[2,3 - d ][1,2,3]三唑-4,9-二酮衍生物。此外，我们的方法具有可扩展性并完成了两种关键生物化合物的合成。我们的方法的优点是环境友好的反应条件，易于大规模操作，高产率生产的结构多样的产品，以及催化剂的可回收性。
• Photoelectric conversion element, imaging element, optical sensor comprising a photoelectric conversion film containing a predetermined compound, and compound
  申请人：FUJIFILM Corporation

  公开号：US11171165B2

  公开（公告）日：2021-11-09

  The present invention provides a photoelectric conversion element including a photoelectric conversion film having a narrow half-width of absorption peak and an excellent photoelectric conversion efficiency, and an imaging element, an optical sensor, and a compound. The photoelectric conversion element according to the present invention includes a conductive film, a photoelectric conversion film, and a transparent conductive film, in this order, in which the photoelectric conversion film contains a compound represented by Formula (1).

  本发明提供了一种光电转换元件，包括具有窄吸收峰半宽和优异光电转换效率的光电转换薄膜，以及成像元件、光学传感器和化合物。根据本发明的光电转换元件依次包括导电薄膜、光电转换薄膜和透明导电薄膜，其中光电转换薄膜包含由式（1）表示的化合物。
• 453. New syntheses of heterocyclic compounds. Part X. 4-Azafluorenones
  作者：V. Petrow、J. Saper、B. Sturgeon

  DOI：10.1039/jr9490002134

  日期：——