Methyl iodide → HCID 13984977, compound

HRID 2352156Notes

Reaction equation

HRID 2352156 reaction equation
CI.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:16](=[O:17])[NH:15][C:14](=[O:18])[N:13]([CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])[C:12]2=[O:24])=[CH:7][CH:6]=1.[C:25](=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:16](=[O:17])[N:15]([CH3:25])[C:14](=[O:18])[N:13]([CH2:19][C:20]([CH3:21])([CH3:23])[CH3:22])[C:12]2=[O:24])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 13984937HCID 13984937, compound

Product 1

HCID 13984977HCID 13984977, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.2 g (0.037 mol) of methyliodide are added dropwise to a solution of 10.0 g (0.033 mol) of 1-(4-methoxyphenyl)-3-(2,2-dimethylpropyl)-1,3,5-triazine-2,4,6-trione in 100 ml of absolute acetonitrile and 9 g (0.066 mol) of potassium carbonate at room temperature. The reaction mixture is boiled under reflux for 5 hours. After cooling the solid constituents are separated off and the mother liquor is concentrated under reduced pressure. The residue obtained after stripping off the solvent is ground with cold water for purification. The resulting crystals are filtered off with suction and dried. 10.0 g (95% of theory) of 1-(4-methoxyphenyl)-3-(2,2-dimethylpropyl)-5-methyl-1,3,5-triazine-2,4,6-trione are obtained in this manner in the form of crystals of melting point 134° C., IR:1685 cm-1. The substances listed by way of their formulae in the following Table 1 are also prepared by the method just described:

Workup

  1. temperatureunder reflux for 5 hours
  2. temperatureAfter cooling the solid constituents
  3. customare separated off
  4. concentrationthe mother liquor is concentrated under reduced pressure
  5. customThe residue obtained
  6. customis ground with cold water for purification
  7. filtrationThe resulting crystals are filtered off with suction
  8. customdried

Sources & evidence

ORD record
ord-ecba95a7b8024001a1a3053f6203ec42
Source dataset
uspto-grants-1989_10
Patent number
US04876253

Reaction notes

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