Hydrochloric Acid → HCID 57879600, compound

HRID 1673364Notes

Reaction equation

HRID 1673364 reaction equation
[OH-].[Na+].C(O)C.[C:6]([NH:14][C:15]1[CH:24]=[C:23]([C:25]2[S:26][CH:27]=[CH:28][N:29]=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]([C:25]2[S:26][CH:27]=[CH:28][N:29]=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 11602503HCID 11602503, compound

Product 1

HCID 57879600HCID 57879600, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

0.35 mL of 10% aqueous sodium hydroxide was added to 5 mL of ethanol suspension containing 0.25 g of methyl 2-(benzamido)-4-(thiazol-2-yl)benzoate at room temperature, and the resulting mixture was heated to reflux for 2 hours. After the reaction mixture was cooled to room temperature, 1.0 mol/L 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. Hexane and diisopropyl ether were added to the obtained residue and a solid substance was separated by filtration to obtain 0.23 g of 2-(benzamido)-4-(thiazol-2-yl)benzoic acid as white solid.

Workup

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

Sources & evidence

ORD record
ord-9287b9db293b4b5d81b111afc2b50c4a
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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