O-phenylenediamine schiff base derivative as well as preparation method and application thereof
A technology of o-phenylenediamine and nitro-o-phenylenediamine, applied in the field of preparation of o-phenylenediamine Schiff base derivatives and o-phenylenediamine Schiff base derivatives, can solve difficult separation and purification, long reaction time , many side reactions and other problems, to achieve the effect of good chemical stability, short reaction time, easy operation and control
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[0027] Example 1
[0028] In a 25ml hydrothermal reactor, add 10ml of water (i.e. the filling degree is 40%), 3mmol 4-nitro-o-phenylenediamine and 3mmol benzaldehyde, and carry out the reaction at 120°C for 20 minutes. After the reaction, the reaction kettle is cooled to room temperature, and the reaction product is filtered, dried, recrystallized and dried to obtain the target product.
[0029] figure 1 Is the result of the o-phenylenediamine Schiff base derivative obtained in Example 1 of the present invention 1 H-NMR spectrum.
[0030] 1 H-NMR (400MHz, DMSO-d 6 )δ: 8.85 (s, 1H), indicating that the Schiff base has been successfully prepared, 8.03-8.10 (m, 2H), 8.02 (m, 1H), 7.89 (m, 1H), 7.49-7.58 (m, 3H), 6.79 (m, 1H), 6.76 (m, 2H).
[0031] figure 2 It is the o-phenylenediamine Schiff base derivative obtained in Example 1 of the present invention (concentration of 1×10 -5 mol / L) Normalized fluorescence emission spectra in cyclohexane, dichloromethane, and absolute ethanol (exci...
Example Embodiment
[0032] Example 2
[0033] In a 25ml hydrothermal reactor, add 10ml of water (i.e. the filling degree is 40%), 2mmol 4-nitro-o-phenylenediamine and 2mmol benzaldehyde, and carry out the reaction at 120°C for 40 minutes. After the completion of the reaction, after the reaction kettle is cooled to room temperature, the reaction product is filtered, dried, recrystallized and dried to obtain the target product.
[0034] image 3 Is the result of the o-phenylenediamine Schiff base derivative obtained in Example 2 of the present invention 1 H-NMR spectrum.
[0035] 1 H-NMR (400MHz, DMSO-d 6 )δ: 8.82(s,1H), indicating that the Schiff base has been successfully prepared, 8.10(m,2H), 8.02(m,1H), 7.92(m,1H), 7.52(m,3H), 6.81(m, 1H), 6.73-6.79 (m, 2H).
Example Embodiment
[0036] Example 3
[0037] In a 50ml hydrothermal reactor, add 10ml of water (i.e. the filling degree is 20%), 3mmol 4-nitro-o-phenylenediamine and 3mmol benzaldehyde, and carry out the reaction at 100°C for 90 minutes. After the completion of the reaction, after the reaction kettle is cooled to room temperature, the reaction product is filtered, dried, recrystallized and dried to obtain the target product.
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