Methyl iodide → 6-(3,4-dimethoxyphenyl)-3-methyl-2,4(1H,3H)-pyrimidinedione

HRID 1253058Notes

Reaction equation

HRID 1253058 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[NH:16][C:15](=[O:17])[NH:14][C:13](=[O:18])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-].[K+].[CH3:21]I>O.CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[NH:16][C:15](=[O:17])[N:14]([CH3:21])[C:13](=[O:18])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 212432066-(3,4-dimethoxyphenyl)-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 137142586-(3,4-dimethoxyphenyl)-3-methyl-2,4(1H,3H)-pyrimidinedione

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 6-(3,4-dimethoxyphenyl)-2,4(1H,3H)-pyrimidinedione (1.0 g) in a mixture of water (5 ml) and methanol (5 ml) was added potassium hydroxide (0.57 g), and to an almost dissolved mixture was added methyl iodide (5 ml). The mixture was stirred at ambient temperature for 18 hours. The resulting precipitates were filtered and washed successively with water, ethanol and diisopropyl ether to afford 6-(3,4-dimethoxyphenyl)-3-methyl-2,4(1H,3H)-pyrimidinedione (0.13 g).

Workup

  1. customThe resulting precipitates
  2. filtrationwere filtered
  3. washwashed successively with water, ethanol and diisopropyl ether

Sources & evidence

ORD record
ord-ac00489ef93641acac51f3a4948bc2e4
Source dataset
uspto-grants-1988_05
Patent number
US04746664

Reaction notes

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