Hydrochloric Acid → HCID 57667855, compound

HRID 2191686Notes

Reaction equation

HRID 2191686 reaction equation
[OH-].[Na+].CC(O)C.[F:7][C:8]1[CH:31]=[CH:30][C:11]([NH:12][C:13]2[CH:22]=[C:21]([S:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:20]=[CH:19][C:14]=2[C:15]([O:17]C)=[O:16])=[CH:10][CH:9]=1.Cl>C(OCC)(=O)C>[F:7][C:8]1[CH:31]=[CH:30][C:11]([NH:12][C:13]2[CH:22]=[C:21]([S:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:20]=[CH:19][C:14]=2[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 57667900HCID 57667900, compound

Product 1

HCID 57667855HCID 57667855, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

10% Sodium hydroxide aqueous solution 1.0 mL was added to a suspension of 2-propanol 2.0 mL of methyl 2-(4-fluoroanilino)-4-(phenylthio)benzoate 0.21 g at room temperature, and it was heated and refluxed for 2 hours. After the reaction mixture was cooled to room temperature, 1.0 mol/L hydrochloric acid and ethyl acetate were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure to give 2-(4-fluoroanilino)-4-(phenylthio)benzoic acid 0.16 g of pale yellow solid.

Workup

  1. temperatureit was heated
  2. temperaturerefluxed for 2 hours
  3. customThe organic layer was separated
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-28f1339bf22644cc899196f2c67ee239
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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