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

HRID 463811Notes

Reaction equation

HRID 463811 reaction equation
S([O-])(O[CH3:5])(=O)=O.[CH2:7]([N:11]1[C:16](=[O:17])[NH:15][C:14](=[O:18])[O:13][C:12]1=[O:19])[CH2:8][CH2:9][CH3:10].C([N+](CCCC)(CCCC)CC1C=CC=CC=1)CCC>>[CH2:7]([N:11]1[C:16](=[O:17])[N:15]([CH3:5])[C:14](=[O:18])[O:13][C:12]1=[O:19])[CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 4694097Methyl sulfate(1-)HCID 20265341HCID 20265341, compound

Product 1

HCID 202653433-Butyl-5-methyl-1,3,5-oxadiazinane-2,4,6-trioneYield 81%

Procedure

The process described in example 14 is carried out without distillation of the solvent. 72 g of methyl sulfate (0.57 mole) are added to the solution of the salt of tributylbenzylammonium 3-butyl-1,3,5-oxadiazine-2,4,6-trione. The solvent is evaporated after 5 hours of reaction at 25° C. The solid residue is washed with water and with carbon tetrachloride. 88 g of 3-butyl-5-methyl-1,3,5-oxadiazine-2,4,6-trione (yield: 81%) of the formula (II) are obtained.

Workup

  1. distillationis carried out without distillation of the solvent
  2. customThe solvent is evaporated after 5 hours of reaction at 25° C
  3. washThe solid residue is washed with water and with carbon tetrachloride

Sources & evidence

ORD record
ord-3a55517be56f445a955b32360eaa0397
Source dataset
uspto-grants-1985_10
Patent number
US04544743

Reaction notes

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