Compound I and compound II based on phenanthroimidazole, and preparation method and applications thereof
A compound, naphthyl technology, applied in the field of analysis and detection, can solve problems such as the inability to realize the application of fluorescent probes, and achieve the effects of improving molecular compatibility, broad application prospects, and high fluorescence quantum yield
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0070] Embodiment 1: the synthesis of phenyl-phenanthroimidazole-N1-carboxylic acid and derivatives
[0071]
[0072] React an appropriate amount of benzaldehyde, phenanthrenequinone, p-aminobenzoic acid and excess ammonium acetate in glacial acetic acid at 120°C for 3 hours, cool to room temperature, and filter to obtain a carboxylic acid derivative. Dissolve it in a mixed solvent of N,N-dimethylformamide and thionyl chloride, react at 80°C for 4 hours, and then spin off unreacted thionyl chloride. Excessive aniline was added to reflux for 4 hours, and the structure of the target compound was obtained through chromatographic column separation. 1 H NMR(DMSO,500MHz):δ:10.6(s,1H),8.96(d,1H),8.90(d,1H),8.70(d,1H),8.21(d,2H),7.85(d,2H ),7.79(t,1H),7.71(t,1H),7.60-7.56(m,5H),7.40-7.37(m,7H),7.11(d,1H).MALDI-TOF(m / z): [M+]calcd.C 34 h 23 N 3 O, 489.5659; found, 490.59.
Embodiment 2
[0073] Embodiment 2: Synthesis of 1-naphthyl-phenanthroimidazole-N1-carboxylic acid and derivatives
[0074]
[0075] React an appropriate amount of 1-naphthaldehyde, phenanthrenequinone, p-aminobenzoic acid and excess ammonium acetate in glacial acetic acid at 120°C for 3 hours, cool to room temperature, and filter to obtain a carboxylic acid derivative. Dissolve it in a mixed solvent of N,N-dimethylformamide and thionyl chloride, react at 80°C for 4 hours, and then spin off unreacted thionyl chloride. Excessive aniline was added to reflux for 4 hours, and the structure of the target compound was obtained through chromatographic column separation. 1 H NMR (500MHz, DMSO-d 6)δ13.27(s,1H),9.02-8.97(m,1H),8.94(d,J=8.3Hz,1H),8.67(dd,J=7.9,1.4Hz,1H), 8.02-7.93(m ,4H),7.91(dd,J=8.2,1.4Hz,1H),7.83-7.65(m,5H),7.61(ddd,J=8.4,7.0,1.4Hz,1H),7.60-7.45(m,3H ),7.41(ddd, J=8.1,6.9,1.1Hz,1H),7.14(dd,J=8.3,1.2Hz,1H).MALDI-TOF(m / z):[M+]calcd.C 38 h 25 N 3 O, 539.6246; found, 540.77.
Embodiment 3
[0076] Embodiment 3: Synthesis of 2-naphthyl-phenanthroimidazole-N1-carboxylic acid and derivatives
[0077]
[0078] React an appropriate amount of 2-naphthaldehyde, phenanthrenequinone, p-aminobenzoic acid and excess ammonium acetate in glacial acetic acid at 120°C for 3 hours, cool to room temperature, and filter to obtain a carboxylic acid derivative. Dissolve it in a mixed solvent of N,N-dimethylformamide and thionyl chloride, react at 80°C for 4 hours, and then spin off unreacted thionyl chloride. Excessive aniline was added to reflux for 4 hours, and the structure of the target compound was obtained through chromatographic column separation. 1 HNMR (500MHz, DMSO-d 6 )δ10.36(s,1H),8.98(dd,J=28.1,8.4Hz,2H),8.67(dd,J=8.0,1.4Hz,1H),8.04-7.90(m,5H),7.83-7.69 (m,7H),7.66-7.49(m,4H),7.43(ddd,J=8.2,7.0,1.1Hz,1H),7.35(t,J=7.9Hz,2H),7.18(dd,J=8.4 ,1.2Hz,1H),7.11(dd,J=8.0,6.7Hz,1H).MALDI-TOF(m / z):[M+]calcd.C 38 h 25 N 3 O, 539.6246; found, 540.45.
PUM
Abstract
Description
Claims
Application Information
- R&D Engineer
- R&D Manager
- IP Professional
- Industry Leading Data Capabilities
- Powerful AI technology
- Patent DNA Extraction
Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.
© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com