Lithium Hydroxide → 4-Amino-2-(methylthio)pyrimidine-5-carboxylic acid

HRID 2354614Notes

Reaction equation

HRID 2354614 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]([S:11][CH3:12])[N:3]=1.[OH-].[Li+]>CO.O>[NH2:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[C:4]([S:11][CH3:12])[N:3]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 225621764-Amino-2-methylsulfanyl-5-pyrimidinecarboxylate

Product 1

HCID 221347384-Amino-2-(methylthio)pyrimidine-5-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

4-Amino-2-methylmercaptopyrimidine-5-carboxylate (1.5 g, 7 mmol) was suspended in the solution of lithium hydroxide (340 mg, 14 mmol) in methanol (10 mL) and water (5 mL) and stirred at 60° C. over night. Solid was filtered out and filtrate was collected. Solvent was removed under reduce pressure. Residue was dissolved in water and was neutralized by acetic acid till pH˜5. White solid thus formed was filtered out and dried in vacuo (0.72 g, 55%).

Workup

  1. filtrationSolid was filtered out
  2. customfiltrate was collected
  3. customSolvent was removed
  4. dissolutionResidue was dissolved in water
  5. customWhite solid thus formed
  6. filtrationwas filtered out
  7. customdried in vacuo (0.72 g, 55%)

Sources & evidence

ORD record
ord-bd662edec37b4806b34560e6ab585f28
Source dataset
uspto-grants-2010_07
Patent number
US07754726B2

Reaction notes

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