Sodium Hydroxide → HCID 19018466, compound

HRID 1109976Notes

Reaction equation

HRID 1109976 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([O-:11])=[O:10])[C:6]([I:12])=[C:5]([O:13][CH3:14])[N:4]=1.[OH-].[Na+]>CO.O>[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[C:6]([I:12])=[C:5]([O:13][CH3:14])[N:4]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 19018482HCID 19018482, compound

Product 1

HCID 19018466HCID 19018466, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

18.0 g of methyl, 2,6-dimethoxy-5-iodopyrimidine-4-carboxylate are introduced in portions into a stirred solution of 2.4 g of sodium hydroxide in 70 ml of methanol and 4 ml of water. Stirring is allowed to continue overnight at room temperature, the methanol is distilled off and the residue is taken up in water. The aqueous phase is extracted using ethyl acetate, acidified to pH 2-3 using conc. hydrochloric acid and extracted using dichloromethane. The combined dichloromethane extracts are dried over sodium sulfate and the solvent is distilled off in vacuo. 10.1 g of 2,6-dimethoxy-5-iodopyrimidine-4-carboxylic acid of melting point 125°-126° C. are obtained in this way.

Workup

  1. distillationthe methanol is distilled off
  2. extractionThe aqueous phase is extracted
  3. extractionextracted
  4. dry with materialThe combined dichloromethane extracts are dried over sodium sulfate
  5. distillationthe solvent is distilled off in vacuo

Sources & evidence

ORD record
ord-e20512164fa4482f84720c8e38ca716a
Source dataset
uspto-grants-1994_06
Patent number
US05324710

Reaction notes

Loading…