Water → HCID 86738141, compound

HRID 1659435Notes

Reaction equation

HRID 1659435 reaction equation
[CH3:1][NH2:2].[Cl:3][CH:4]([Cl:12])[C:5]([O:7][CH2:8][C:9](Cl)=[O:10])=[O:6].O>C(Cl)Cl>[CH3:1][NH:2][C:9](=[O:10])[CH2:8][O:7][C:5](=[O:6])[CH:4]([Cl:12])[Cl:3]

Participants

5

Reactant 3

HCID 962WaterHCID 6329MethylamineHCID 13003351HCID 13003351, compound

Product 1

HCID 86738141HCID 86738141, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution was made by combining while cooling in an ice bath, 2.33 g (0.03 mole) of a 40% aqueous solution of methylamine and 100 ml of methylene chloride. A second solution containing 3.08 g (0.015 mole) dichloroacetoxyacetyl chloride dissolved in 5 ml methylene chloride was slowly added to the first solution. The mixture was stirred in the ice bath for one half hour. After remaining at room temperature for one hour, it was refluxed for ten minutes and cooled again. The reaction product was water washed twice and dried over magnesium sulfate. It was decolorized with a decolorizing agent and charcoal. The solvent was removed by reduced pressure evaporation and oil pumped. A semi-solid consisting of 1.5 g (50% yield) of N-methyl dichloroacetoxyacetamide was obtained. The structure was confirmed by infrared spectraphotometric analysis (IR).

Workup

  1. temperaturewhile cooling in an ice bath
  2. additionwas slowly added to the first solution
  3. temperatureit was refluxed for ten minutes
  4. temperaturecooled again
  5. washwashed twice
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed by reduced pressure evaporation and oil

Sources & evidence

ORD record
ord-58d7eb0383d448d2af852bd047f977ab
Source dataset
uspto-grants-1981_12
Patent number
US04303792

Reaction notes

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