Synthesis of n-((2-phenylimidazo[1,2-a]pyridin-3-yl)methyl)benzenesulfonamides
A technology of benzenesulfonamide and phenylimidazole, which is applied in the field of synthesis of N-methyl)benzenesulfonamide compounds, can solve few problems and achieve the effect of wide applicability of substrates
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0025] The structural formula of the compound N-((2-phenylimidazo[1,2-a]pyridin-3-yl)methyl)benzenesulfonamide of the present embodiment is:
[0026]
[0027] The preparation method is: in an air environment, add 0.1mmol of 2-phenylimidazo[1,2-a]pyridine compound, 0.2mmol of benzenesulfonamide, and 0.1mmol of di-tert-butyl peroxide into a 35mL high-pressure tube 0.2 mmol of potassium permanganate, 0.1 mmol of sodium tert-butoxide, 2 mL of hexafluoroisopropanol and methanol (volume ratio 1:1), reacted at 100 ° C for 12 hours; after the reaction, chromatographic separation (silica gel 200-300 Mesh, eluent: gradient elution with ethyl acetate / petroleum ether, the ratio is from 0 / 100 to 100 / 0), and dried to obtain a yellow solid with a yield of 78%. m.p.=208-209℃. 1 H NMR (600MHz, DMSO) δ8.29–8.25(m,2H),7.79(d,J=7.0Hz,2H),7.64(d,J=4.7Hz,3H),7.60–7.56(m,3H) ,7.42–7.28(m,4H),7.00(t,J=5.5Hz,1H),4.46(s,2H); 13 C NMR (101MHz, DMSO) δ144.2, 143.7, 139.5, 133.9, 132.6, 129.1, 128.4...
Embodiment 2
[0029] The structural formula of the compound N-((2-phenylimidazo[1,2-a]pyridin-3-yl)methyl)benzenesulfonamide of the present embodiment is:
[0030]
[0031] The preparation method is: in an air environment, add 0.1mmol of 2-phenylimidazo[1,2-a]pyridine compound, 0.2mmol of benzenesulfonamide, 0.2mmol of di-tert-butyl peroxide into a 35mL high-pressure tube 0.1 mmol of potassium permanganate, 0.1 mmol of sodium tert-butoxide, 2 mL of hexafluoroisopropanol and methanol (volume ratio 1:9), reacted at 130 ° C for 8 hours; after the reaction, chromatographic separation (silica gel 200-300 Mesh, eluent: gradient elution with ethyl acetate / petroleum ether, the ratio is from 0 / 100 to 100 / 0), and dried to obtain a yellow solid with a yield of 85%. m.p.=208-209℃. 1 H NMR (600MHz, DMSO) δ8.29–8.25(m,2H),7.79(d,J=7.0Hz,2H),7.64(d,J=4.7Hz,3H),7.60–7.56(m,3H) ,7.42–7.28(m,4H),7.00(t,J=5.5Hz,1H),4.46(s,2H); 13 C NMR (101MHz, DMSO) δ144.2, 143.7, 139.5, 133.9, 132.6, 129.1, 128.4, 128...
Embodiment 3
[0033] The structural formula of the compound N-((2-phenylimidazo[1,2-a]pyridin-3-yl)methyl)benzenesulfonamide of the present embodiment is:
[0034]
[0035]The preparation method is: in an air environment, add 0.1mmol of 2-phenylimidazo[1,2-a]pyridine compound, 0.3mmol of benzenesulfonamide, 0.3mmol of di-tert-butyl peroxide into a 35mL high-pressure tube 0.1 mmol of potassium permanganate, 0.2 mmol of sodium tert-butoxide, 2 mL of hexafluoroisopropanol and methanol (volume ratio 1:9), reacted at 100 ° C for 12 hours; after the reaction, chromatographic separation (silica gel 200-300 Mesh, eluent: gradient elution with ethyl acetate / petroleum ether, the ratio is from 0 / 100 to 100 / 0), and dried to obtain a yellow solid with a yield of 75%. m.p.=208-209℃. 1 H NMR (600MHz, DMSO) δ8.29–8.25(m,2H),7.79(d,J=7.0Hz,2H),7.64(d,J=4.7Hz,3H),7.60–7.56(m,3H) ,7.42–7.28(m,4H),7.00(t,J=5.5Hz,1H),4.46(s,2H); 13 C NMR (101MHz, DMSO) δ144.2, 143.7, 139.5, 133.9, 132.6, 129.1, 128.4, 128...
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