What are the uses of 3-Aminoacetophenone?
3 year ago
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Chemical properties: Pale yellow flakes are obtained from ethanol, melting point 98-99℃, boiling point 289-290℃, soluble in alcohol, insoluble in water. Partially volatilized in water vapor.
Uses: 3-Aminoacetophenone is an important pharmaceutical and organic intermediate, and its downstream products have important uses. For example, m-hydroxyacetophenone is an intermediate Chemicalbook for the synthesis of epinephrine drugs, m-chloroacetophenone can be used to synthesize new special drugs for bronchodilators, anti-leprosy and other drugs, and 3-acetamidoacetophenone is a synthetic sedative and hypnotic drug. Intermediate of the drug indiplon.
Preparation: add 2.0g m-nitroacetophenone, 0.2gPt/Bi2O3 (Pt content is 0.2wt%), 10mL anhydrous methanol into a 50mL batch reaction kettle, and successively replace the gas in the reaction kettle with nitrogen and hydrogen for 3-5 Second, fill with hydrogen to a pressure of 1.0 MPa, and heat up to 70°C under constant stirring, and the stirring speed is 600-800 rpm. If the total pressure drops below 0.5MPa, add hydrogen to the initial pressure. After 4 hours, the total pressure did not change. Chemicalbook stopped stirring and cooled to room temperature. Centrifuge the mixture after the reaction, the bottom is a yellow catalyst, and the supernatant is green (if the conversion of m-nitroacetophenone is incomplete, the supernatant is yellow-green, and the by-product has a nitro partial hydrogenation product nitroso compound) . A small amount of supernatant was taken and analyzed by gas chromatography. The conversion rate of m-nitroacetophenone was greater than 99.9%, and the selectivity of m-aminoacetophenone was greater than 99.9%. The product m-aminoacetophenone was obtained after removing methanol in the filtrate by rotary evaporation, and the isolated yield was 99%.
Production method: It is obtained by reducing m-nitroacetophenone with iron powder. Add water to the reaction tank, add iron powder under stirring, and slowly add industrial hydrochloric acid. Then put m-nitroacetophenone in batches. Heat to reflux Chemicalbook for 6h. It was cooled to 30°C, and hydrochloric acid was added to make the reaction solution strongly acidic. Filtration, adding ammonia water to the filtrate to be weakly alkaline, and precipitating a solid. The filter cake is m-aminoacetophenone. Yield 85%.
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What are the uses of 3-Aminoacetophenone?