반응 #2240

반응 방정식

3-phenylisocarbostyril

Sodium hydride

3,4-Dimethoxybenzenesulphonylchloride

→

title compound

수율 46.7%

N-(3,4-Dimethoxybenzenesulphonyl)-3-phenylisocarbostyril

수율 46.7%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGwith continued stirring at 0° C. for a further 15 minutes
2. 2
   온도The reaction mixture was warmed to room temperature
3. 3
   workup.STIRRINGstirred for 24 hours
4. 4
   기타The DMF was evaporated under high vacuum
5. 5
   기타the residue partitioned between ethyl acetate (2×12 ml) and water (12 ml)
6. 6
   건조The combined organic phases were dried over magnesium sulphate
7. 7
   농축concentrated in vacuo
8. 8
   기타to yield a yellow oil
9. 9
   기타Purification
10. 10
    세척eluting with 50% ethyl acetate in hexane
11. 11
    기타yielded an oil which
12. 12
    기타was crystallized from ethyl acetate/hexane

실험 절차

A solution of 3-phenylisocarbostyril (0.1 g) in N,N-dimethylformamide (2 ml) was cooled to 0° C. under an inert atmosphere. Sodium hydride (0.019 g) was added and the resulting mixture stirred at 0° C. for 5 minutes. 3,4-Dimethoxybenzenesulphonylchloride (0.107 g) was added over a 3 minute period, with continued stirring at 0° C. for a further 15 minutes. The reaction mixture was warmed to room temperature and stirred for 24 hours. The DMF was evaporated under high vacuum and the residue partitioned between ethyl acetate (2×12 ml) and water (12 ml). The combined organic phases were dried over magnesium sulphate and concentrated in vacuo to yield a yellow oil. Purification using column chromatography eluting with 50% ethyl acetate in hexane yielded an oil which was crystallized from ethyl acetate/hexane to furnish the title compound as white crystals (0.089 g).

출처