Tert-Butylamine → 3-Bromo-N-tert-butylbenzene-1-sulfonamide

HRID 1484855Notes

Reaction equation

HRID 1484855 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[CH3:12][C:13]([NH2:16])([CH3:15])[CH3:14]>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([S:8]([NH:16][C:13]([CH3:15])([CH3:14])[CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 17943m-Bromobenzenesulphonyl chloride

Product 1

HCID 48209263-Bromo-N-tert-butylbenzene-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 3-bromobenzene-1-sulfonyl chloride (2 g, 7.83 mmol, 1.0 eq) and 2-methylpropan-2-amine (1.72 g, 23.5 mmol, 3.0 eq) in dioxane (50 mL) was stirred at room temperature for 1 hours and filtered. The filtrate was concentrated in vacuo to afford 3-bromo-N-tert-butylbenzenesulfonamide (all for the next step). LCMS: 291.9, 293.9 [M+H]+.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-55a2b0a6b99d4c64957908921e0bcace
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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