反应详情

1.00 g of 4-[(3-bromophenyl)amino]-7-[3-(1-methylpiperidin-4-yl)propyloxy]-6-nitroquinazoline is dissolved in 16 ml of water, 35 ml of ethanol and 1.3 ml of glacial acetic acid and heated to boiling. Then 540 mg of iron powder are added with stirring. The reaction mixture is refluxed for about another 35 minutes. For working up the cooled reaction mixture is diluted with 15 ml of ethanol, made alkaline with 15 N sodium hydroxide solution, combined with 20 g of Extrelute and stirred for about 20 minutes. The precipitate formed is suction filtered and washed with 200 ml of warm ethanol. The filtrate is concentrated by evaporation, mixed with about 30 ml of water and extracted 3× with 70 ml of methylene chloride/methanol (9:1) each time. The combined extracts are dried over sodium sulfate and concentrated by evaporation, leaving a beige solid. Yield: 716 mg (76% of theory); melting point: 191° C.-198° C.; mass spectrum (ESI+): m/z=470, 472 [M+H]+.

1. temperatureThe reaction mixture is refluxed for about another 35 minutes
2. customthe cooled reaction mixture
3. stirringstirred for about 20 minutes
4. customThe precipitate formed
5. filtrationfiltered
6. washwashed with 200 ml of warm ethanol
7. concentrationThe filtrate is concentrated by evaporation
8. additionmixed with about 30 ml of water
9. extractionextracted 3× with 70 ml of methylene chloride/methanol (9:1) each time
10. dry with materialThe combined extracts are dried over sodium sulfate
11. concentrationconcentrated by evaporation
12. customleaving a beige solid