A kind of 4-hydroxy-6-methyl-3-acetamidopyrone compound and its preparation method and application
A technology of acetamidopyrone and compounds, applied in organic chemistry, antifungal agents, etc., can solve the problems of narrow antibacterial spectrum, unsatisfactory antibacterial power, and insufficient drugs, and achieve good antibacterial activity, easy promotion, and good inhibition The effect of action
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Embodiment 1
[0038] Example 1: Synthesis of 3-[3-(dimethylamino)-1-propionyl]-4-hydroxyl-6-methyl-2H-pyran-2-one
[0039]
[0040] In a 100mL three-necked flask, add 40mL of ethanol solution in which paraformaldehyde (7.5g, 25mmol) and dimethylamine (1.125g, 25mmol) were dissolved, and stir at room temperature for 0.5h. The ethanol solution of hydroacetic acid (0.84g, 5mmol) was fed with hydrogen chloride gas freshly prepared by concentrated sulfuric acid and sodium chloride at the same time, so that the pH was 5-7, and the temperature was raised to 40°C for 2 hours, and then the plate TLC was used to monitor the reaction. After 4 hours, The reaction of the raw materials does not change anymore, and the insoluble matter is removed by suction filtration, the solution is concentrated to remove ethanol, after ethyl acetate is dissolved, washed with water, washed with saturated sodium chloride, combined organic phase, anhydrous Na 2 SO 4 After drying and concentration, the crude product wa...
Embodiment 2
[0041] Example 2: Synthesis of 3-[3-(diethylamino)-1-propionyl]-4-hydroxyl-6-methyl-2H-pyran-2-one
[0042]
[0043] Add 40 mL of ethanol solution in which paraformaldehyde (7.5 g, 25 mmol) and diethylamine (1.827 g, 25 mmol) were dissolved in a 100 mL three-necked flask, stir and react at room temperature for 0.5 h, then use a dropping funnel to drop The ethanol solution of hydroacetic acid (0.84g, 5mmol) was introduced into hydrogen chloride gas freshly prepared by concentrated sulfuric acid and sodium chloride at the same time, so that the pH was 5-7, the temperature was raised to 45°C and reacted for 2 hours, and the reaction was monitored by plate TLC after 5 hours. The reaction of the raw materials does not change anymore, and the insoluble matter is removed by suction filtration, the solution is concentrated to remove ethanol, after ethyl acetate is dissolved, washed with water, washed with saturated sodium chloride, combined organic phase, anhydrous Na 2 SO 4After ...
Embodiment 3
[0044] Example 3: Synthesis of 3-[3-(diisopropylamino)-1-propionyl]-4-hydroxyl-6-methyl-2H-pyran-2-one
[0045]
[0046] Into a 100mL three-neck flask, add 40mL of ethanol solution in which paraformaldehyde (7.5g, 25mmol) and diisopropylamine (2.525g, 25mmol) were dissolved, and after stirring for 0.5h at room temperature, add the Ethanol solution of hydroacetic acid (0.84g, 5mmol), and hydrogen chloride gas freshly prepared by concentrated sulfuric acid and sodium chloride were passed through at the same time, so that the pH was 5-7, and the temperature was raised to 45°C for 2 hours. The reaction of the raw materials does not change anymore, and the insoluble matter is removed by suction filtration, the solution is concentrated to remove ethanol, after ethyl acetate is dissolved, washed with water, washed with saturated sodium chloride, combined organic phase, anhydrous Na 2 SO 4 After drying and concentration, the crude product was subjected to column chromatography to ...
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