p-Bromobenzenesulfonyl chloride → HCID 60643547, compound

HRID 2239411Notes

Reaction equation

HRID 2239411 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.[F:12][C:13]([F:17])([F:16])[CH2:14][NH2:15]>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:15][CH2:14][C:13]([F:17])([F:16])[F:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 9773Ethanamine, 2,2,2-trifluoro-

Product 1

HCID 60643547HCID 60643547, compoundYield 26.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

According to general procedure C, 4-Bromobenzene sulfonyl chloride (0.40 g, 1.56 mmol) and 2,2,2-trifluoroethylamine (0.32 mL, 3.90 mmol) were stirred together in dry dichloromethane (5 mL) for 16 hours. 4-bromo-N-(2,2,2-trifluoroethyl)benzenesulfonamide (0.13 g) was provided after purification. MS (ESI) m/z 318. HPLC purity 100.0% at 210-370 nm, 8.7 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-30268b456f9844508148b657ccd237e4
Source dataset
uspto-grants-2010_05
Patent number
US07723332B2

Reaction notes

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