Diethylamine → HCID 68478001, compound

HRID 2239460Notes

Reaction equation

HRID 2239460 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[C:4]([F:12])[CH:3]=1.[CH2:13]([NH:15][CH2:16][CH3:17])[CH3:14]>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:15]([CH2:16][CH3:17])[CH2:13][CH3:14])(=[O:10])=[O:9])=[C:4]([F:12])[CH:3]=1

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 27363104-Bromo-2-fluorobenzene-1-sulfonyl chloride

Product 1

HCID 68478001HCID 68478001, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

According to general procedure C, 4-Bromo-2-fluoro-benzenesulfonyl chloride (0.40 g, 1.46 mmol) and diethylamine (0.38 mL, 3.65 mmol) were stirred together with dry dichloromethane (5 mL) for 16 hours. 4-bromo-N,N-diethyl-2-fluorobenzenesulfonamide (0.19 g, 43%) was provided after purification. HRMS: calcd for C10H13BrFNO2S+H+, 309.99071; found (ESI, [M+H]+), 309.9917. HPLC purity 100.0% at 210-370 nm, 9.6 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-c2ffbfb5e5154128a303ab7533b4821e
Source dataset
uspto-grants-2010_05
Patent number
US07723332B2

Reaction notes

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