2-aminosulfonyl-6-sec-butyl-4-methoxy-N,N-diethylbenzamide → 4-Sec-butyl-6-methoxysaccharin
Reaction equation
N[S:2]([C:5]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([CH:20]([CH2:22][CH3:23])[CH3:21])[C:6]=1[C:7]([N:9](CC)CC)=[O:8])(=[O:4])=[O:3]>C(O)(=O)C>[CH:20]([C:14]1[CH:15]=[C:16]([O:18][CH3:19])[CH:17]=[C:5]2[C:6]=1[C:7](=[O:8])[NH:9][S:2]2(=[O:4])=[O:3])([CH2:22][CH3:23])[CH3:21]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of acetic acid (200 mL) and 2-aminosulfonyl-6-sec-butyl-4-methoxy-N,N-diethylbenzamide. (51.7 g) was refluxed overnight. The acetic acid was removed by distillation, the residue was poured into ice/2M NaOH (80 mL). The aqueous solution was washed with CH2Cl2, acidified with concentrated HCl and the precipitate which formed was collected by filtration to afford 4-sec-butyl-6-methoxysaccharin.
Workup
- temperature(51.7 g) was refluxed overnight
- customThe acetic acid was removed by distillation