반응 #1094

반응 방정식

formic acid

acetic anhydride

N-tert-butyl-5-amino-2-methoxycarbonylbenzenesulfonamide

→

N-tert-Butyl-5-formylamino-2-methoxycarbonylbenzenesulfonamide

용매

DMF

반응 조건

후처리

1. 1
   온도The mixture is subsequently heated at 50°-60° C. for 2 h
2. 2
   기타The cooling bath is removed
3. 3
   workup.STIRRINGThe reaction mixture is then shaken up in 800 ml of ethyl acetate
4. 4
   세척washed with three times 150 ml of water
5. 5
   건조The organic phase is dried over magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent is distilled off
7. 7
   기타the residue is recrystallized from ethyl acetate/n-heptane

실험 절차

6.5 ml of formic acid are carefully added at 0° C. to 13 ml of acetic anhydride. The mixture is subsequently heated at 50°-60° C. for 2 h. A solution of 16.0 g (0.056 mol) of N-tert-butyl-5-amino-2-methoxycarbonylbenzenesulfonamide in 50 ml of DMF is then added dropwise at 0° C. The cooling bath is removed and the mixture is stirred for a further 4 h at room temperature. The reaction mixture is then shaken up in 800 ml of ethyl acetate and washed with three times 150 ml of water. The organic phase is dried over magnesium sulfate, the solvent is distilled off, and the residue is recrystallized from ethyl acetate/n-heptane. The product is N-tert-butyl-5-formylamino-2-methoxycarbonylbenzenesulfonamide (14.23 g, 82% of theory) which melts at 113°-114° C.

출처