Ammonia → HCID 20544454, compound

HRID 426985Notes

Reaction equation

HRID 426985 reaction equation
O.[O:2]=[C:3]1[CH:8]=[C:7]([CH2:9][OH:10])O[CH:5]=[C:4]1[O:11][CH2:12][C:13]([O:15]CC)=[O:14].[NH3:18]>>[O:2]=[C:3]1[CH:8]=[C:7]([CH2:9][OH:10])[NH:18][CH:5]=[C:4]1[O:11][CH2:12][C:13]([OH:15])=[O:14]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20544481HCID 20544481, compound

Product 1

HCID 20544454HCID 20544454, compound

Conditions

Temperature
120 °C

Procedure

A mixture of ethyl 2-(4-oxo-6-hydroxymethyl-4H-pyran-3-yloxy)acetate monohydrate (10 g) in conc. ammonia was heated at 120° C. for 10 hours in a sealed vessel and the reaction mixture was concentrated. To the residue was added water and the resultant solution was adjusted to pH 1 to 2 with 10% hydrochloric acid. The resultant precipitates were washed with water and dried to give crystals (6 g) of 2-(4-oxo-6-hydroxymethyl-1,4-dihydropyridin-3-yloxy)acetic acid.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. additionTo the residue was added water
  3. customThe resultant precipitates
  4. washwere washed with water
  5. customdried

Sources & evidence

ORD record
ord-df5eb099dd8f4019aae607684896a95f
Source dataset
uspto-grants-1979_10
Patent number
US04172198

Reaction notes

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