3-Amino-N-tert-butyl-5-chlorothiophene-2-sulfonamide → 3-Amino-5-chlorothiophene-2-sulfonamide hydrochloride

HRID 1419741Notes

Reaction equation

HRID 1419741 reaction equation
C([NH:5][S:6]([C:9]1[S:10][C:11]([Cl:15])=[CH:12][C:13]=1[NH2:14])(=[O:8])=[O:7])(C)(C)C>Cl>[ClH:15].[NH2:14][C:13]1[CH:12]=[C:11]([Cl:15])[S:10][C:9]=1[S:6]([NH2:5])(=[O:7])=[O:8]

Participants

3

Reactant 1

HCID 109675263-Amino-N-tert-butyl-5-chlorothiophene-2-sulfonamide

Product 1

HCID 688206263-Amino-5-chlorothiophene-2-sulfonamide hydrochlorideYield 95.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3-Amino-5-chlorothiophene-2-sulfonic acid tert-butylamide (40.4 g) was heated with stirring at 50° C. to 60° C. in 200 ml of conc. hydrochloric acid for 2.5 h. The crude product was isolated from the cooled mixture by filtration, dried and purified by trituration with 60 ml of ether to afford 17.8 g (48%) of the title compound. 1H-NMR (DMSO-d6): δ 6.64 (s, 1H), 6.84 (very br., 5H).

Workup

  1. customThe crude product was isolated from the cooled mixture by filtration
  2. customdried
  3. custompurified by trituration with 60 ml of ether

Sources & evidence

ORD record
ord-9b509cd1efa74ad5ac2eb7d50b2f5a96
Source dataset
uspto-grants-1999_03
Patent number
US05889002

Reaction notes

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