Tert-Butylamine → N-t-Butyl 4-bromobenzenesulfonamide

HRID 509274Notes

Reaction equation

HRID 509274 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13]>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:16][C:12]([CH3:15])([CH3:14])[CH3:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 7396p-Bromobenzenesulfonyl chloride

Product 1

HCID 796629N-t-Butyl 4-bromobenzenesulfonamideYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-bromobenzenesulfonyl chloride (200 mg, 0.783 mmol) was dissolved in MC (10 ml), followed by dropwise addition of tert-butylamine (0.41 ml, 3.91 mmol) at 0° C., and then the resulting mixture was stirred at room temperature under nitrogen stream for 1 hour. Distilled water (15 ml) was added to the resulting reaction liquid, followed by extraction with MC (30 ml×2). The organic layer was dried over anhydrous sodium sulfate, followed by filtration and concentration, and then the residue thus obtained was dried under vacuum, to obtain 228 mg of white solid (100%).

Workup

  1. extractionfollowed by extraction with MC (30 ml×2)
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfollowed by filtration and concentration
  4. customthe residue thus obtained
  5. customwas dried under vacuum

Sources & evidence

ORD record
ord-46f32b93233a4af29962e7264a0af23a
Source dataset
uspto-grants-2015_08
Patent number
US09096571B2

Reaction notes

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