Hydrochloric Acid → 5-Bromothiophene-2-carboxylic acid

HRID 1940022Notes

Reaction equation

HRID 1940022 reaction equation
S([O-])([O-])=O.[Na+].[Na+].[Br:7][C:8]1[S:12][C:11]([C:13]([OH:15])=[O:14])=[CH:10][C:9]=1S(Cl)(=O)=O.[OH-].[Na+].Cl>O>[Br:7][C:8]1[S:12][C:11]([C:13]([OH:15])=[O:14])=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 21465636172461-89-1

Product 1

HCID 3491155-Bromothiophene-2-carboxylic acidYield 172.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

27.5 g of sodium sulfite are dissolved in 300 ml of water, and a total of 35 g of 5-bromo-4-chlorosulfonylthiophene-2-carboxylic acid is added, in portions, at 70° C., with a pH of 9-11 being maintained using 10N NaOH. The mixture is subsequently stirred at 70° C. for 2 h and then adjusted to pH=1 with HCl, after which the product is filtered off with suction. 41 g of colorless crystals are obtained.

Workup

  1. temperaturebeing maintained
  2. filtrationafter which the product is filtered off with suction

Sources & evidence

ORD record
ord-eeec85c405a441ab85f09245455a2561
Source dataset
uspto-grants-1997_12
Patent number
US05698581

Reaction notes

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