Hydrochloric Acid → HCID 59610578, compound

HRID 417431Notes

Reaction equation

HRID 417431 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH:17]=[CH:16][C:15]([C:18]([OH:20])=[O:19])=[CH:14][C:13]2=[O:21])=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+].Cl>C1COCC1>[C:4]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[CH:17]=[CH:16][C:15]([C:18]([OH:20])=[O:19])=[CH:14][C:13]2=[O:21])=[CH:10][CH:11]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 596114481-(4-Ethoxycarbonyl-phenyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid

Product 1

HCID 59610578HCID 59610578, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(4-Ethoxycarbonyl-phenyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid (1.155 g) in THF (20 mL) at 0° C. was added 5 M sodium hydroxide (1.19 mL) and mixture stirred overnight at ambient temperature. Reaction mixture was acidified to pH 1 with concentrated HCl, producing a precipitate. The solid was collected by filtration, washed with H2O and dried under high vacuum to give 1-(4-Carboxy-phenyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid (0.7196 g). LCMS-ESI−: calc'd for C13H8NO5: 258.2 (M−H+). Found: 258.1 (M−H+).

Workup

  1. customReaction mixture
  2. customproducing a precipitate
  3. filtrationThe solid was collected by filtration
  4. washwashed with H2O
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-3f22f58c02d9467d87b38669fd7efa97
Source dataset
uspto-grants-2012_01
Patent number
US08088368B2

Reaction notes

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