Sodium Carbonate → 5-Bromo-2-ureidothiophene-3-carboxamide

HRID 2223358Notes

Reaction equation

HRID 2223358 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[Br:7][C:8]1[S:12][C:11]([NH:13][C:14]([NH:16]C(=O)C(Cl)(Cl)Cl)=[O:15])=[C:10]([C:23]([NH2:25])=[O:24])[CH:9]=1>CCO>[Br:7][C:8]1[S:12][C:11]([NH:13][C:14]([NH2:16])=[O:15])=[C:10]([C:23]([NH2:25])=[O:24])[CH:9]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 592436175-Bromo-2-[3-(2,2,2-trichloro-ethanoyl)-ureido]-thiophene-3-carboxylic Acid Amide

Product 1

HCID 111846265-Bromo-2-ureidothiophene-3-carboxamideYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium carbonate solution (10% aqueous, 30 ml) was added to a solution of 5-bromo-2-[3-(2,2,2-trichloro-ethanoyl)-ureido]-thiophene-3-carboxylic acid amide (1.0 g, 2.44 mmol) in EtOH (10 mL). The resulting reaction mixture was stirred under nitrogen overnight. After one third of the solvent was removed under vacuum, the reaction mixture was filtered. The precipitate was washed with water (3×50 mL) and dried in vacuum to give the above titled compound as a light brown solid (510 mg, 2.16 mmol, 89% yield).

Workup

  1. customThe resulting reaction mixture
  2. customAfter one third of the solvent was removed under vacuum
  3. filtrationthe reaction mixture was filtered
  4. washThe precipitate was washed with water (3×50 mL)
  5. customdried in vacuum

Sources & evidence

ORD record
ord-07b2b7438fff4dffb159ac7a23346ee9
Source dataset
uspto-grants-2008_05
Patent number
US07375131B2

Reaction notes

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