反应详情

温度

110 °C

0.31 g of 3-(4-methanesulfonamido-2-nitrophenyloxy)propyl chloride, 0.22 g of 1,3-dimethyl-6-(1-piperazinyl)-2,4(1H,3H)-pyrimidinedione (Compound 157) and 0.5 ml of triethylamine were dissolved under heat in 10 ml of ethanol to give a uniform solution. The solvent was distilled off under reduced pressure. After heating the residue at 110° C. for 2 hours, 10 ml of n-butanol were added and the resulting mixture was heated under stirring at 110° C. for 5 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in a dilute aqueous solution of sodium hydroxide. The thus-prepared solution was washed with chloroform. The water layer was then adjusted to pH 1-2 with dilute hydrochloric acid, washed with ethyl acetate, and then added with sodium hydrogencarbonate to raise the pH to 7-8. Precipitated insoluble matters were collected by filtration. The thus-collected substance was dried under reduced pressure and then dissolved in methanol. 15% HCl/methanol was added to convert it into the hydrochloride by a method known per se in the art, thereby obtaining 0.2 g of 1,3-dimethyl-6-{4-[3-{4-methanesulfonamido-2-nitrophenyloxy)propyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione hydrochloride (Compound 142 as crystals.

1. customto give a uniform solution
2. distillationThe solvent was distilled off under reduced pressure
3. addition10 ml of n-butanol were added
4. temperaturethe resulting mixture was heated
5. concentrationThe reaction mixture was concentrated under reduced pressure
6. dissolutionthe residue was dissolved in a dilute aqueous solution of sodium hydroxide
7. washThe thus-prepared solution was washed with chloroform
8. washwashed with ethyl acetate
9. additionadded with sodium hydrogencarbonate
10. temperatureto raise the pH to 7-8
11. filtrationPrecipitated insoluble matters were collected by filtration
12. customThe thus-collected substance was dried under reduced pressure
13. dissolutiondissolved in methanol
14. addition15% HCl/methanol was added