Low-toxicity 1,8-naphthalene dimethimide derivative as well as preparation method and application thereof
A synthesis method and reaction technology, applied in the field of medicine, can solve the problems of retention, adverse reactions, toxic and side effects, etc., and achieve the effects of small toxic and side effects, significant inhibitory activity, and significant biological activity
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[0030] Example 1
[0031] Take 1mmol of aminonafetite and add it to 4mL acetonitrile and stir to dissolve. Dissolve 1.5mmol 3-fluorobenzoyl chloride in 2mL acetonitrile and place it in a constant pressure dropping funnel. The reaction system is protected by nitrogen. Slowly add 3-fluorobenzoyl chloride-acetonitrile solution dropwise to the medium. After the dropwise addition is complete, react for 2.5h. After the reaction is complete, remove the solvent and purify by silica gel column chromatography (dichloromethane: methanol = 20:1, v / v) , A light yellow solid was obtained (the yield was about 90%).
[0032] Identify the obtained light yellow solid:
[0033] (1) Proton nuclear magnetic resonance spectrum and carbon spectrum, their spectral data are as follows:
[0034] 1 H NMR(500MHz,DMSO-d6)δ11.05(s,1H), 9.00(d,J=1.9Hz,1H), 8.93(d,J=2.0Hz,1H), 8.42(dd,J=12.0, 7.7Hz,2H),8.02-7.91(m,2H),7.85(t,J=7.7Hz,1H),7.65(dd,J=13.9,7.9Hz,1H),7.51(td,J=8.5,2.1 Hz, 1H), 4.30 (t, J = 5.8 Hz, 2H),...
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[0039] Example 2
[0040] Repeat Example 1, the difference is:
[0041] The reaction time was changed to 1 h, and the rest of the reaction conditions remained unchanged (the yield was about 73%).
[0042] The product obtained in this example was analyzed by proton nuclear magnetic resonance spectrum and carbon nuclear magnetic resonance spectrum and determined to be the target product.
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[0043] Example 3
[0044] Repeat Example 1, the difference is:
[0045] The reaction time was changed to 3h, and the rest of the reaction conditions remained unchanged (the yield was about 88%).
[0046] The product obtained in this example was analyzed by proton nuclear magnetic resonance spectrum and carbon nuclear magnetic resonance spectrum and determined to be the target product.
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