Methanol → HCID 178499136, compound

HRID 2410733Notes

Reaction equation

HRID 2410733 reaction equation
[OH:1][C:2]1[N:7]=[C:6]([C:8]([O-:10])=[O:9])[C:5]([N+:11]([O-:13])=[O:12])=[C:4]([OH:14])[N:3]=1.[K+].S(=O)(=O)(O)O.[CH3:21]O>>[OH:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:21])=[O:9])[C:5]([N+:11]([O-:13])=[O:12])=[C:4]([OH:14])[N:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 178524909HCID 178524909, compound

Product 1

HCID 178499136HCID 178499136, compound

Procedure

Potassium 2,6-dihydroxy-5-nitropyrimidine-4-carboxylate (25 gm, 105 mmol) was dissolved in MeOH (75 mL) and sulphuric acid (21 mL) was added dropwise. The reaction was heated at reflux overnight. After cooling to room temperature, the precipitate was collected by filtration, washed with water, and dried to give methyl 2,6-dihydroxy-5-nitropyrimidine-4-carboxylate (17.1 g) as a white solid. 1H NMR (DMSO-d6) δ ppm 12.04 (2H, br. s.), 3.90 (3H, s).

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux overnight
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-61d4794b61ce4989ae26e74bb80267c7
Source dataset
uspto-grants-2014_08
Patent number
US08815840B2

Reaction notes

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