Methyl iodide → HCID 20080442, compound

HRID 1681882Notes

Reaction equation

HRID 1681882 reaction equation
[O:1]1[CH2:5][CH2:4][O: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[O:1][CH2:5][CH2:4][O:3]2)[CH:7]=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 20080446HCID 20080446, compound

Product 1

HCID 20080442HCID 20080442, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-(1,3-dioxolan-2-yl)pyrimidine (0.573 g, 3.77 mmol) and acetonitrile (3 ml) were stirred under dry nitrogen in a bomb tube with rubber seal. Methyl iodide (0.7 ml, 11.30 mmol) was added, the bomb properly sealed and stirring continued at room temperature overnight. This resulted in a yellow suspension which was vacuum-filtered to obtain yellow powdery crystals. The powder was put in drying pistol to give 0.881 g (84%) yellow crystals Recrystallization from ethanol gave fine crystals mp 188°-190° C. 300 MHz nmr in dimethyl sulfoxide (DMSO) indicated product. Microanalysis calc: C 32.67, H 3.77, N 9.53; found: C 32.66, H 3.81, N 9.42.

Workup

  1. customseal
  2. customthe bomb properly sealed
  3. customThis resulted in a yellow suspension which
  4. filtrationwas vacuum-filtered
  5. customto obtain yellow powdery crystals
  6. customin drying pistol
  7. customto give
  8. custom0.881 g (84%) yellow crystals Recrystallization from ethanol

Sources & evidence

ORD record
ord-6b40d54bc5824667a19c5d0d47bf48b4
Source dataset
uspto-grants-1992_12
Patent number
US05175166

Reaction notes

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