반응 #74260

반응 방정식

2-chloro-4-fluoro-5-nitrobenzoyl chloride

N′-propyl-N′-allylsulfamide

triethylamine

→

title compound

N-(2-Chloro-4-fluoro-5-nitrobenzoyl)-N′-n-propyl-N′-allyl-sulfamide

용매

methylene chloride

methylene chloride

반응 조건

후처리

1. 1
   세척The funnel was rinsed with 10 ml of the solvent
2. 2
   workup.WAITat 22° C. for 2 hours
3. 3
   workup.ADDITION50 ml of 1N hydrochloric acid were then added
4. 4
   workup.STIRRINGthe mixture was stirred
5. 5
   기타the phases were separated
6. 6
   세척The organic phase was washed two more times with 1N hydrochloric acid
7. 7
   추출the aqueous phase was extracted with methylene chloride
8. 8
   건조Drying of the organic phase over magnesium sulfate
9. 9
   여과was followed by filtration and concentration of the solution
10. 10
    기타The residue was triturated with diethyl ether/pentane
11. 11
    여과filtered off with suction
12. 12
    기타dried

실험 절차

At from −5° C. to 0° C., 11.62 g (0.0474 mol) of 2-chloro-4-fluoro-5-nitrobenzoyl chloride in 50 ml methylene chloride were added with stirring, over 30 minutes, to a mixture of 8.50 g (0.048 mol) of N′-propyl-N′-allylsulfamide, 10.38 g (0.103 mol) of triethylamine and 0.09 g (0.736 mmol) of 4-N,N-dimethylaminopyridine in 90 ml of methylene chloride. The funnel was rinsed with 10 ml of the solvent. The mixture was initially stirred at 0° C. for 1 hour and then at 22° C. for 2 hours. 50 ml of 1N hydrochloric acid were then added, the mixture was stirred and the phases were separated. The organic phase was washed two more times with 1N hydrochloric acid and the aqueous phase was extracted with methylene chloride. Drying of the organic phase over magnesium sulfate was followed by filtration and concentration of the solution. The residue was triturated with diethyl ether/pentane, filtered off with suction and dried, giving 18.41 g (91.9% of theory) of the title compound of melting point (m.p.) of 110-112° C.

출처