Ethylamine → 4-bromo-N-ethyl-2-(trifluoromethoxy)benzenesulfonamide

HRID 2239476Notes

Reaction equation

HRID 2239476 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[C:4]([O:12][C:13]([F:16])([F:15])[F:14])[CH:3]=1.[CH2:17]([NH2:19])[CH3:18]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:19][CH2:17][CH3:18])(=[O:10])=[O:9])=[C:4]([O:12][C:13]([F:16])([F:15])[F:14])[CH:3]=1

Participants

3

Reactant 2

HCID 6341EthylamineHCID 27364214-Bromo-2-(Trifluoromethoxy)Benzene-1-Sulfonyl Chloride

Product 1

HCID 684810844-bromo-N-ethyl-2-(trifluoromethoxy)benzenesulfonamideYield 64.1%

Procedure

According to general procedure A, 4-Bromo-2-trifluoromethoxy-benzenesulfonyl chloride (0.35 g, 1.03 mmol) and ethylamine (5 mL, 10.0 mmol, 2.0 M in THF) were stirred together for 16 hours. 4-bromo-N-ethyl-2-(trifluoromethoxy)benzenesulfonamide (0.23 g, 64%) was provided after purification. MS (ESI) m/z 348. HPLC purity 100.0% at 210-370 nm, 9.3 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-66245e62b30d4c19afd83ecd51018499
Source dataset
uspto-grants-2010_05
Patent number
US07723332B2

Reaction notes

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