N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide → 2-Dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide

HRID 581668Notes

Reaction equation

HRID 581668 reaction equation
C([NH:5][S:6]([C:9]1[CH:14]=[C:13]([NH:15][C:16]([O:18][CH3:19])=[O:17])[CH:12]=[CH:11][C:10]=1[C:20]([N:22]([CH3:24])[CH3:23])=[O:21])(=[O:8])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[CH3:24][N:22]([CH3:23])[C:20]([C:10]1[CH:11]=[CH:12][C:13]([NH:15][C:16]([O:18][CH3:19])=[O:17])=[CH:14][C:9]=1[S:6]([NH2:5])(=[O:8])=[O:7])=[O:21]

Participants

3

Reactant 1

HCID 15240545N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide

Product 1

HCID 152405482-Dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamideYield 112.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1.48 g of N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide (Example f) are stirred in 25 ml of trifluoroacetic acid for 18 hours. After the acid has been distilled off, the residue is suspended in toluene. Renewed concentration gives 1.40 g of the sulfonamide; m.p.: 75-77° C.

Workup

  1. distillationAfter the acid has been distilled off
  2. concentrationRenewed concentration

Sources & evidence

ORD record
ord-e64c4a65ca50404e8b105f21ff2fc4f5
Source dataset
uspto-grants-1999_07
Patent number
US05922646

Reaction notes

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