Hydrochloric Acid → 2-Diethylamino-5-methanesulfonyl-benzoic acid

HRID 2117460Notes

Reaction equation

HRID 2117460 reaction equation
F[C:2]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[CH2:16]([NH:18][CH2:19][CH3:20])[CH3:17]>O>[CH2:16]([N:18]([CH2:19][CH3:20])[C:2]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8021DiethylamineHCID 224675662-Fluoro-5-methanesulfonyl-benzoic acid

Product 1

HCID 574452762-Diethylamino-5-methanesulfonyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3.0 g of 2-fluoro-5-methanesulfonyl-benzoic acid (CA 247569-56-8; WO200501453) was dissolved in 30 ml of diethylamine and refluxed overnight. The reaction mixture was diluted with water, acidified by addition of diluted hydrochloric acid and extracted with ethyl acetate. The organic phase was dried and concentrated to give the title compound as a slightly brownish solid. MS (m/e): 272.1 (M+H+; 100%)

Workup

  1. temperaturerefluxed overnight
  2. extractionextracted with ethyl acetate
  3. customThe organic phase was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-09e26d4e1bcb44e095b0af93baf1eeb2
Source dataset
uspto-grants-2008_10
Patent number
US07442710B2

Reaction notes

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