Ethylamine → Benzenesulfonamide, p-bromo-N-ethyl-

HRID 2239386Notes

Reaction equation

HRID 2239386 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.[CH2:12]([NH2:14])[CH3:13]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:14][CH2:12][CH3:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6341EthylamineHCID 7396p-Bromobenzenesulfonyl chloride

Product 1

HCID 74803Benzenesulfonamide, p-bromo-N-ethyl-Yield 26.7%

Procedure

Following general procedure A, 4-Bromobenzene sulfonyl chloride (0.40 g, 1.56 mmol) and ethylamine (5 mL, [2.0M], 10 mmol) were stirred together for 16 hours. 4-bromo-N-ethylbenzenesulfonamide (0.11 g) was provided after purification. MS (ESI) m/z 264. HPLC purity 100.0% at 210-370 nm, 8.1 min.; the Xterra® RP18 column, 3.5μ, 150×4.6 mm column, 1.2 mL/min., 85/15-5/95 (ammonium formate buffer pH=3.5/ACN+MeOH) for 10 min., hold 4 min.

Sources & evidence

ORD record
ord-6238096e4ac34d3e8c53182cc3aeac6a
Source dataset
uspto-grants-2010_05
Patent number
US07723332B2

Reaction notes

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