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

HRID 2300977Notes

Reaction equation

HRID 2300977 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-032c07415aaf4112b2948482d4e060ee
Source dataset
uspto-grants-2002_12
Patent number
US06498253B1

Reaction notes

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