Acetic Acid → 2-(Methylthio)-1H-pyrimidin-4-one

HRID 714773

Reaction equation

HRID 714773 reaction equation
[S:1]=[C:2]1[NH:7][C:6](=[O:8])[CH:5]=[CH:4][NH:3]1.[OH-].[Na+].[C:11](O)(=O)C>O.IC>[CH3:11][S:1][C:2]1[NH:7][C:6](=[O:8])[CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 1269845Thiouracil

Product 1

HCID 798232-(Methylthio)-1H-pyrimidin-4-one

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6328Methyl iodideSolvent

Procedure

To 2-thioxo-2,3-dihydropyrimidin-4(1H)-one (21 g) was added dropwise a solution of sodium hydroxide (13 g) in water (120 mL), iodomethane (11.5 mL) was added thereto, and the mixture was stirred overnight at room temperature. To the reaction mixture was added acetic acid (9.5 mL), and the resulting solid was collected by filtration. The obtained solid was washed with cold water to give the title compound (24 g).

Workup

  1. additionwas added
  2. filtrationthe resulting solid was collected by filtration
  3. washThe obtained solid was washed with cold water

Sources & evidence

ORD record
ord-34b66474704041fea99a3a36c45d8f29
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Linked notes

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