5-Bromothiophene-2-sulfonyl chloride → 5-BroMo-thiophene-2-sulfonic acid M ethylaMide

HRID 1351290Notes

Reaction equation

HRID 1351290 reaction equation
[Br:1][C:2]1[S:6][C:5]([S:7](Cl)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[CH3:11][NH2:12].O1CCCC1>O1CCCC1.O>[CH3:11][NH:12][S:7]([C:5]1[S:6][C:2]([Br:1])=[CH:3][CH:4]=1)(=[O:9])=[O:8]

Participants

5

Reactant 2

HCID 27339245-Bromothiophene-2-sulfonyl chlorideHCID 66615946Methylamine tetrahydrofuran

Product 1

HCID 15203645-BroMo-thiophene-2-sulfonic acid M ethylaMide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-bromothiophene-2-sulfonyl chloride (602 mg) in tetrahydrofuran (5 mL) was added dropwise a solution of 2.0M methylamine-tetrahydrofuran (3.5 mL) on an ice bath. After stirring for 15 minutes on an ice bath, the solution was diluted with water and extracted with ethyl acetate. After washing with an aqueous solution of saturated sodium bicarbonate and saturated sodium chloride water, the solution was dried with anhydrous sodium sulfate. After filtration through silica gel, the solvent was removed by evaporation to provide the title compound (608 mg) as a colorless oily matter.

Workup

  1. extractionextracted with ethyl acetate
  2. washAfter washing with an aqueous solution of saturated sodium bicarbonate and saturated sodium chloride water
  3. dry with materialthe solution was dried with anhydrous sodium sulfate
  4. filtrationAfter filtration through silica gel
  5. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-4099beedcf60446f997ddb36507e5321
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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