Hydrochloric Acid → 3-(Diethylsulfamoyl)benzoic acid

HRID 2300765

Reaction equation

HRID 2300765 reaction equation
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:4])=[O:3].[CH2:14]([NH:16][CH2:17][CH3:18])[CH3:15].Cl>C(Cl)Cl>[CH2:14]([N:16]([CH2:17][CH3:18])[S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:4])=[O:3])[CH3:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8021DiethylamineHCID 77641Benzoic acid, 3-(chlorosulfonyl)-

Product 1

HCID 7945953-(Diethylsulfamoyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 3-(chlorosulfonyl)benzoic acid (1.02 g, 4.62 mmol) in CH2Cl2 (100 mL) at 0° C. was added diethylamine (2.4 mL, 23 mmol). The resulting mixture was stirred at 0° C. for 3 h then worked up by adding 2N aqueous HCl and extracting 3× with EtOAc. The combined organic was washed with brine then dried over MgSO4 and concentrated under reduced pressure. The residue was used without further purification.

Workup

  1. extractionextracting 3× with EtOAc
  2. washThe combined organic was washed with brine
  3. dry with materialthen dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was used without further purification

Sources & evidence

ORD record
ord-90ed747076b34b5eba680df517cd9781
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Linked notes

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