2-aminosulfonyl-6-sec-butyl-4-methoxy-N,N-diethylbenzamide → 4-Sec-butyl-6-methoxysaccharin

HRID 129052Notes

Reaction equation

HRID 129052 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

HCID 193730572-aminosulfonyl-6-sec-butyl-4-methoxy-N,N-diethylbenzamide

Product 1

HCID 677845614-Sec-butyl-6-methoxysaccharin

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

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

  1. temperature(51.7 g) was refluxed overnight
  2. customThe acetic acid was removed by distillation
  3. additionthe residue was poured into ice/2M NaOH (80 mL)
  4. washThe aqueous solution was washed with CH2Cl2
  5. customthe precipitate which formed
  6. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-6bddcfb2720f4ef9828d76043a4b4a8a
Source dataset
uspto-grants-1995_11
Patent number
US05466701

Reaction notes

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