Hydrochloric Acid → HCID 20544462, compound

HRID 2285848Notes

Reaction equation

HRID 2285848 reaction equation
[O:1]=[C:2]1[CH:7]=[CH:6][NH:5][CH:4]=[C:3]1[O:8][CH2:9][C:10]([OH:12])=[O:11].[Cl:13][O-].[Na+].ClCl.Cl>[OH-].[Na+]>[O:1]=[C:2]1[C:7]([Cl:13])=[CH:6][NH:5][CH:4]=[C:3]1[O:8][CH2:9][C:10]([OH:12])=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 24526ChlorineHCID 20544477HCID 20544477, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 20544462HCID 20544462, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 2-(4-oxo-1,4-dihydropyridin-3-yloxy)acetic acid (16.9 g) in 0.5 N sodium hydroxide aqueous solution (200 ml), was added dropwise under cooling a sodium hypochlorite aqueous solution (70 ml) whose active chlorine is about 10% at 3° to 8° C. with stirring. The mixture was stirred for 30 minutes at the same temperature and adjusted to pH 3 with 10% hydrochloric acid. Precipitated crystals were collected by filtration, recrystallized from 1 N hydrochloric acid and dried at 90° to 95° C. for 4-5 hours in a stream of air to give crystals (16.7 g) of 2-(4-oxo-5-chloro-1,4-dihydropyridin-3-yloxy)acetic acid, mp 253° to 255° C.

Workup

  1. customat 3° to 8° C.
  2. stirringThe mixture was stirred for 30 minutes at the same temperature
  3. customPrecipitated crystals
  4. filtrationwere collected by filtration
  5. customrecrystallized from 1 N hydrochloric acid
  6. customdried at 90° to 95° C. for 4-5 hours in a stream of air

Sources & evidence

ORD record
ord-6bcae5b2522543a68264ebad366022d0
Source dataset
uspto-grants-1982_04
Patent number
US04324892

Reaction notes

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