反应详情

To a solution of 3.5 g. of DL-alanine methyl ester hydrochloride in 20 ml. of N,N-dimethylformamide is added 1.05 g. of a 56.6% suspension of sodium hydride in mineral oil. The mixture is stirred at ambient temperature for 15 minutes, and then 3.8 g. of N-(N,N-diphenylcarbamoyl)-2-phenylethenesulfonamide is added. The whole reaction mixture is then maintained at ca. 90° C. for 40 minutes. After being allowed to cool to room temperature, it is diluted with an excess of ether and then it is extracted with water. Acidification of the water extract with dilute hydrochloric acid causes precipitation of the crude product, which is then filtered off. The ether phase is washed with dilute hydrochloric acid, which causes a further crop of product to precipitate. It is filtered off and the two crops of product are combined. This yields 1.55 g. of material having a melting point of 135°-139° C. The crude product is recrystallized from a mixture of acetone and hexane, giving 0.70 g. of N-[N-1-methoxycarbonylethyl)carbamoyl]-2-phenylethenesulfonamide, m.p. 138°-140° C.

1. customThe whole reaction mixture
2. temperatureis then maintained at ca. 90° C. for 40 minutes
3. temperatureto cool to room temperature
4. extractionit is extracted with water
5. extractionAcidification of the water extract with dilute hydrochloric acid
6. customprecipitation of the crude product, which
7. filtrationis then filtered off
8. washThe ether phase is washed with dilute hydrochloric acid, which
9. customto precipitate
10. filtrationIt is filtered off
11. customThe crude product is recrystallized from a mixture of acetone and hexane
12. customgiving 0.70 g