Hydrogen Peroxide → HCID 53775306, compound

HRID 224777Notes

Reaction equation

HRID 224777 reaction equation
[OH:1]O.[CH3:3][S:4][CH2:5][C:6]1[N:11]=[C:10]([O:12][C:13](=[O:17])[N:14]([CH3:16])[CH3:15])[C:9]([CH:18]([CH3:20])[CH3:19])=[C:8]([CH3:21])[N:7]=1>C(O)(=O)C>[CH3:3][S:4]([CH2:5][C:6]1[N:11]=[C:10]([O:12][C:13](=[O:17])[N:14]([CH3:16])[CH3:15])[C:9]([CH:18]([CH3:19])[CH3:20])=[C:8]([CH3:21])[N:7]=1)=[O:1]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 53888374HCID 53888374, compound

Product 1

HCID 53775306HCID 53775306, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.4 g (0.05 mol) of 50% strength hydrogen peroxide were added to a solution of 14.2 g (0.05 mol) of N,N-dimethyl-carbamic acid O-(2-methylthiomethyl-5-iso-propyl-6-methyl-pyrimidin-4-yl) ester in 50 ml of glacial acetic acid at 5°-10° C. The mixture was subsequently stirred at room temperature for 6 hours and the solvent was then distilled off in vacuo. The residue was dissolved in 100 ml of methylene chloride and the methylene chloride solution was washed with a solution of 10 g of potassium carbonate in 15 ml of water. The organic phase was separated off and dried over sodium sulphate. The solvent was then distilled off in vacuo. 11 g (74% of theory) of N,N-dimethyl-carbamic acid O-(2-methylsulphinylmethyl-5-iso-propyl-6-methyl-pyrimidin-4-yl) ester were thus obtained in the form of beige crystals with a melting point of 80° C.

Workup

  1. distillationthe solvent was then distilled off in vacuo
  2. dissolutionThe residue was dissolved in 100 ml of methylene chloride
  3. washthe methylene chloride solution was washed with a solution of 10 g of potassium carbonate in 15 ml of water
  4. customThe organic phase was separated off
  5. dry with materialdried over sodium sulphate
  6. distillationThe solvent was then distilled off in vacuo

Sources & evidence

ORD record
ord-a991d255fc8b4a47b8e29878a9290528
Source dataset
uspto-grants-1980_11
Patent number
US04234587

Reaction notes

Loading…