Ammonium → 5-(5-Chloropentanoyl)-2-methoxybenzenesulfonamide

HRID 2374587Notes

Reaction equation

HRID 2374587 reaction equation
[NH4+:1].[Cl:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([C:9]1[CH:10]=[CH:11][C:12]([O:19][CH3:20])=[C:13]([S:15](Cl)(=[O:17])=[O:16])[CH:14]=1)=[O:8]>O1CCCC1>[Cl:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([C:9]1[CH:10]=[CH:11][C:12]([O:19][CH3:20])=[C:13]([S:15]([NH2:1])(=[O:17])=[O:16])[CH:14]=1)=[O:8]

Participants

4

Reactant 2

HCID 223AmmoniumHCID 218872565-(5-Chloropentanoyl)-2-methoxybenzenesulfonyl chloride

Product 1

HCID 218869805-(5-Chloropentanoyl)-2-methoxybenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 25% aqueous ammonium solution was added dropwise to a solution of 5-(5-chloropentanoyl)-2-methoxybenzenesulfonyl chloride (3.00 g) obtained in Reference Example 65 in tetrahydrofuran (50 ml) under ice-cooling. After stirring at room temperature for 30 minutes, the solvent was evaporated under reduced pressure, extracted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as colorless crystals (2.54 g) having a melting point of 135 to 136° C.

Workup

  1. temperaturecooling
  2. customthe solvent was evaporated under reduced pressure
  3. extractionextracted with ethyl acetate
  4. washwashed with brine
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-abd62be4aaf44fc4949f1bbef12b4710
Source dataset
uspto-grants-2008_12
Patent number
US07462628B2

Reaction notes

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