Methyl iodide → 2-(Methylthio)-1H-pyrimidin-4-one

HRID 714893

Reaction equation

HRID 714893 reaction equation
[OH-].[Na+].[S:3]=[C:4]1[NH:9][C:8](=[O:10])[CH:7]=[CH:6][NH:5]1.I[CH3:12]>C(O)(=O)C>[CH3:12][S:3][C:4]1[NH:9][C:8](=[O:10])[CH:7]=[CH:6][N:5]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 1269845Thiouracil

Product 1

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

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To an aqueous solution (200 mL) of sodium hydroxide (23 g) were added 2-thioxo-2,3-dihydropyrimidin-4(1H)-one (37 g) and iodomethane (20 mL), and the mixture was stirred overnight at room temperature. To the reaction mixture was added acetic acid (17 mL), and the precipitate was collected by filtration, and washed with ice water. The residue was dried to give the title compound (28 g).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with ice water
  3. customThe residue was dried

Sources & evidence

ORD record
ord-74fa7b4aec504bbdbd472f003f2699b9
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Linked notes

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