Dimethyl Sulfoxide → HCID 12770719, compound

HRID 647247Notes

Reaction equation

HRID 647247 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].CS(C)=O.[CH3:10][N:11]([O:16][CH3:17])[C:12](=[O:15])[CH2:13]Cl>C(Cl)Cl>[CH3:10][N:11]([O:16][CH3:17])[C:12](=[O:15])[CH2:13][O:3][C:1](=[O:4])[CH3:2]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 517045Sodium AcetateHCID 27347162-Chloro-N-methoxy-N-methylacetamide

Product 1

HCID 12770719HCID 12770719, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 23 g (0.28 mole) of sodium acetate, 200 ml of dimethylsulphoxide and 34.4 g (0.25 mole) of chloroacetic acid N-methyl-N-methoxy-amide (for its preparation, see DE-OS (German Published Specification) No. 2,753,182) was stirred at 70° C. for 7 hours. The mixture was then cooled to room temperature, 500 ml of methylene chloride were added and the inorganic salt was filtered off. The filtrate was evaporated in vacuo and the residue was distilled. 30.3 g (75% of theory) of acetoxyacetic acid N-methyl-N-methoxy-amide were thus obtained as a colourless liquid with a boiling point of 70° C./0.3 mm Hg.

Workup

  1. customfor its preparation
  2. temperatureThe mixture was then cooled to room temperature
  3. filtrationthe inorganic salt was filtered off
  4. customThe filtrate was evaporated in vacuo
  5. distillationthe residue was distilled

Sources & evidence

ORD record
ord-2ccbaa1de67f46b192502ca79e06797f
Source dataset
uspto-grants-1983_10
Patent number
US04408055

Reaction notes

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