Hydrochloric Acid → HCID 15049673, compound

HRID 260882Notes

Reaction equation

HRID 260882 reaction equation
[OH-].[Na+].[CH:3]1([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([N:20](C(=O)C)[CH3:21])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Cl.C(=O)([O-])O.[Na+]>C(O)C>[CH:3]1([NH:10][S:11]([C:14]2[CH:15]=[CH:16][C:17]([NH:20][CH3:21])=[CH:18][CH:19]=2)(=[O:13])=[O:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 22918913HCID 22918913, compound

Product 1

HCID 15049673HCID 15049673, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethanol (20 ml) and 1N aqueous sodium hydroxide (20 ml) were added to the obtained white crystal [N-cycloheptyl-4-(N-acetyl-N-methylamino)benzenesulfonamide] (4.72 g, 90%). The obtained mixture was heated under reflux overnight, acidified by the addition of 1N aqueous hydrochloric acid and adjusted to pH 8 with sodium hydrogencarbonate. The resulting mixture was extracted with ethyl acetate and the organic layer was dried over magnesium sulfate and concentrated to precipitate a crystal. This crystal was recovered by filtration and washed with ether to give the title compound as a white crystal (1.92 g, 44%).

Workup

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux overnight
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated
  6. customto precipitate a crystal
  7. filtrationThis crystal was recovered by filtration
  8. washwashed with ether

Sources & evidence

ORD record
ord-341be82c300b49e7a06da020d23374fc
Source dataset
uspto-grants-1996_06
Patent number
US05530118

Reaction notes

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