Methyl iodide → HCID 12534511, compound

HRID 1075170Notes

Reaction equation

HRID 1075170 reaction equation
[CH3:1]I.[K].[CH3:4][S:5][C:6]1[C:11]([F:12])=[CH:10][NH:9][C:8](=[O:13])[N:7]=1>CN(C)C=O>[CH3:1][N:9]1[CH:10]=[C:11]([F:12])[C:6]([S:5][CH3:4])=[N:7][C:8]1=[O:13]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 5462222PotassiumHCID 178503576HCID 178503576, compound

Product 1

HCID 12534511HCID 12534511, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl iodide (0.017 mol) was added to the potassium salt of 4-methylthio-5-fluoropyrimid-2-one (0.012 mol) in dimethylformamide (50 ml) and the reaction mixture was stirred at room temperature for 24 h before evaporation at reduced pressure (1 mm Hg). The residue was extracted with chloroform and the solution was washed with aqueous 2 N NaOH, with water and was dried (MgSO4) before evaporation. The product was recrystallized from EtOAc/ligroin; yield 76%, m.p. 154° C. (Found: C, 41.48; H, 4.10. Calc. for C6H7FN2OS: C, 41.37; H, 4.05).

Workup

  1. extractionThe residue was extracted with chloroform
  2. washthe solution was washed with aqueous 2 N NaOH, with water
  3. dry with materialwas dried (MgSO4)
  4. custombefore evaporation
  5. customThe product was recrystallized from EtOAc/ligroin

Sources & evidence

ORD record
ord-5c8d7d8f2ca842e68fefcdee6684be4a
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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