Methyl iodide → HCID 20494273, compound

HRID 1075160Notes

Reaction equation

HRID 1075160 reaction equation
[Na].[CH3:2][C:3]1[C:8]([Cl:9])=[CH:7][NH:6][C:5](=[O:10])[N:4]=1.[CH3:11]I.[OH-].[K+]>C(O)C>[CH3:11][N:6]1[CH:7]=[C:8]([Cl:9])[C:3]([CH3:2])=[N:4][C:5]1=[O:10]

Participants

6

Reactant 4

HCID 6328Methyl iodide2×HCID 14797Potassium HydroxideHCID 5360545SodiumHCID 178433513HCID 178433513, compound

Product 1

HCID 20494273HCID 20494273, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the sodium salt of 4-methyl-5-chloropyrimid-2-one (0.005 mol) and methyl iodide (0.0055 mol) in abs. ethanol (70 ml) was heated under reflux until ca. neutral pH. Another 0.005 mol of potassium hydroxide and methyl iodide were added and the heating continued to ca. neutral pH. The reaction mixture was then filtered and the filtrate evaporated to dryness. The residual material was repeatedly extracted with chloroform and the chloroform extracts evaporated and the solid extract recrystallised from isopropanol; yield 35%, m.p. 132°-134° C. (Found: C, 45.51; H, 4.51. Calc. for C6H7ClN2O: C, 45.44; H, 4.43).

Workup

  1. temperatureunder reflux until ca. neutral pH
  2. filtrationThe reaction mixture was then filtered
  3. customthe filtrate evaporated to dryness
  4. extractionThe residual material was repeatedly extracted with chloroform
  5. customthe chloroform extracts evaporated
  6. extractionthe solid extract
  7. customrecrystallised from isopropanol

Sources & evidence

ORD record
ord-9e7493c4c74d42cab242e502d7ffd973
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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