Methyl iodide → HCID 19804285, compound

HRID 1681884Notes

Reaction equation

HRID 1681884 reaction equation
[O:1]1[CH2:5][CH2:4][S:3][CH:2]1[C:6]1[CH:7]=[N:8][CH:9]=[N:10][CH:11]=1.[CH3:12][I:13]>C(#N)C>[I-:13].[CH3:12][N+:10]1[CH:11]=[C:6]([CH:2]2[S:3][CH2:4][CH2:5][O:1]2)[CH:7]=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 20080435HCID 20080435, compound

Product 1

HCID 19804285HCID 19804285, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-(1,3-oxathiolan-2-yl)pyrimidine (0.780 g, 5.1 mmol) and acetonitrile (3 ml) are stirred under dry nitrogen in a bomb tube with rubber seal. Methyl iodide (0.7 ml, 11.30 mmol) is added, the bomb properly sealed, and stirring continued at room temperature overnight. This results in a yellow suspension which is vacuum-filtered to obtain yellow powdery crystals. The powder is put in a drying pistol to give 1.32 g (84%) yellow crystals. Recrystallization from ethanol gives fine crystals identified by 300 MHz nmr.

Workup

  1. customseal
  2. customthe bomb properly sealed
  3. customThis results in a yellow suspension which
  4. filtrationis vacuum-filtered
  5. customto obtain yellow powdery crystals

Sources & evidence

ORD record
ord-9f77c876f5374f9fb16e314ce53d9116
Source dataset
uspto-grants-1992_12
Patent number
US05175166

Reaction notes

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