Hydrochloric Acid → HCID 57879622, compound

HRID 1673411Notes

Reaction equation

HRID 1673411 reaction equation
[OH-].[Na+].C(O)C.[C:6]([NH:14][C:15]1[CH:24]=[C:23]([S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:22]=[CH:21][C:16]=1[C:17]([O:19]C)=[O:18])(=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl>C(OCC)(=O)C>[C:6]([NH:14][C:15]1[CH:24]=[C:23]([S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:22]=[CH:21][C:16]=1[C:17]([OH:19])=[O:18])(=[O:13])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 57879419HCID 57879419, compound

Product 1

HCID 57879622HCID 57879622, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

0.4 mL of 10% aqueous sodium hydroxide was added to 6 ml of ethanol suspension containing 0.30 g of methyl 2-(benzamido)-4-(phenylthio)benzoate at room temperature, and the resulting mixture was heated to reflux for 1 hour. After one reaction mixture was cooled to room temperature, 1.0 mol/b hydrochloric acid and ethyl acetate were added. The organic layer was separated and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Diisopropyl ether and hexane were added to the obtained residue and a solid substance was separated, by filtration to obtain 0.28 g of 2-(benzamido)-4-(phenylthio)benzoic acid as white solid.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 1 hour
  3. customAfter one reaction mixture
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. additionDiisopropyl ether and hexane were added to the obtained residue
  8. customa solid substance was separated, by filtration

Sources & evidence

ORD record
ord-4c2fb4ec2d624e5582bbcc9f3bcf15b4
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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