Acetic Acid → HCID 15591126, compound

HRID 255642Notes

Reaction equation

HRID 255642 reaction equation
[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[CH:13]=[C:14]([C:18](=[O:20])[CH:19]=2)[C:15]([OH:17])=[O:16])=[CH:7][CH:6]=1)C(C)=O.C(O)(=O)C>CO.[OH-].[Na+]>[NH2:1][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[N:12]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)[CH:13]=[C:14]([C:18](=[O:20])[CH:19]=2)[C:15]([OH:17])=[O:16])=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 15591099HCID 15591099, compound

Product 1

HCID 15591126HCID 15591126, compoundYield 81.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

In a mixed solvent of 3 ml of methanol and 3 ml of 10% by weight aqueous sodium hydroxide solution was dissolved 0.5 g of 6-(4-acetaminophenyl)-1-(4-fluorophenyl)-4-oxo-1,4-dihydronicotinic acid, and the resulting solution was subjected to reaction at 60° C. for 4 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and adjusted to a pH of 6.0 with acetic acid. The precipitated crystals were collected by filtration, washed with water and dried to obtain 0.36 g of 6-(4-aminophenyl)-1-(4-fluorophenyl)-4-oxo-1,4-dihydronicotinic acid having a melting point of 262°-266° C.

Workup

  1. customthe resulting solution was subjected to reaction at 60° C. for 4 hours
  2. customAfter completion of the reaction
  3. filtrationThe precipitated crystals were collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-1feb8f528ac44eaba0a3d62494d792d3
Source dataset
uspto-grants-1987_10
Patent number
US04698352

Reaction notes

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