Methyl sulfate(1-) → 3,5-Dimethyl-1,3,5-oxadiazinane-2,4,6-trione

HRID 463808Notes

Reaction equation

HRID 463808 reaction equation
S([O-])([O:4][CH3:5])(=O)=O.[CH3:7][N:8]1[C:13](=[O:14])[NH:12][C:11](=O)[O:10][C:9]1=[O:16]>O.C(Cl)(Cl)(Cl)Cl>[CH3:11][N:12]1[C:13](=[O:14])[N:8]([CH3:7])[C:9](=[O:10])[O:16][C:5]1=[O:4]

Participants

5

Reactant 2

HCID 4694097Methyl sulfate(1-)HCID 202653353-Methyl-1,3,5-oxadiazinane-2,4,6-trione

Product 1

HCID 124553233,5-Dimethyl-1,3,5-oxadiazinane-2,4,6-trioneYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 5943Carbon TetrachlorideSolvent

Procedure

The process disclosed in example 1 is used, except that the solvent is not distilled. 15.1 g of methyl sulfate (0.12 mole) are added to the solution of 3-methyl-1,3,5-oxadiazine-2,4,6-trione. The solvent is evaporated after 10 minutes of reaction at a temperature of 25° C. After washing with water and carbon tetrachloride, 14.6 g of 3,5-dimethyl-1,3,5-oxadiazine-2,4,6-trione (yield: 92%) which is a symmetrical disubstituted 1,3,5-oxadiazine trione are obtained.

Workup

  1. distillationis not distilled
  2. customThe solvent is evaporated after 10 minutes of reaction at a temperature of 25° C

Sources & evidence

ORD record
ord-b4e8bd624fac475eb35b2251357ce230
Source dataset
uspto-grants-1985_10
Patent number
US04544743

Reaction notes

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