Ammonia → 6-(Hydroxyimino)-5,5-dimethylthiomorpholin-3-one

HRID 1834880Notes

Reaction equation

HRID 1834880 reaction equation
C([O:3][C:4]([CH2:6][S:7][C:8](=[N:16][OH:17])[C:9]([CH3:15])(S(C)(=O)=O)[CH3:10])=O)C.[OH-].[NH4+:19].N>O>[N:16](=[C:8]1[C:9]([CH3:15])([CH3:10])[NH:19][C:4](=[O:3])[CH2:6][S:7]1)[OH:17]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 14923Ammonium HydroxideHCID 867354181-(Ethoxycarbonylmethylthio)-2-methyl-2-(methylsulfonyl)propionaldoxime

Product 1

HCID 713869496-(Hydroxyimino)-5,5-dimethylthiomorpholin-3-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5.0 g 1-(ethoxycarbonylmethylthio)-2-methyl-2-(methylsulfonyl)propionaldoxime and 150 ml. of ammonium hydroxide was charged into a pyrex pressure bottle and stirred at room temperature for forty hours. The mixture was stripped of excess ammonia and water under reduced pressure. The solid crystalline residue was washed with water, then dried at room temperature to yield 3 g of 2-oximino-3,3-dimethyltetrahydro-1,4-thiazin-5-one, m.p. 234° C. The nmr spectrum was identical with those of the compounds from Examples II and III.

Workup

  1. washThe solid crystalline residue was washed with water
  2. customdried at room temperature

Sources & evidence

ORD record
ord-f77cce2fd0164e66996b947b3f990727
Source dataset
uspto-grants-1978_01
Patent number
US04071627

Reaction notes

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