Ammonia → HCID 18684108, compound

HRID 2059119Notes

Reaction equation

HRID 2059119 reaction equation
S(OC)(O[CH3:5])(=O)=O.[CH2:8]([O:10][CH2:11][CH2:12][NH:13][C:14](=[O:16])[CH3:15])[CH3:9].[OH-].[Na+].N>>[CH2:8]([O:10][CH2:11][CH2:12][N:13]([CH3:5])[C:14](=[O:16])[CH3:15])[CH3:9]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 6497Dimethyl Sulfate2×HCID 14798Sodium HydroxideHCID 20064743HCID 20064743, compound

Product 1

HCID 18684108HCID 18684108, compoundYield 90%

Procedure

37.8 g (0.3 mole) of dimethyl sulfate and 26.2 g (0.2 mole) of N-α-ethoxyethyl-acetamide are simultaneously added dropwise to 100 ml of 50% strength sodium hydroxide solution at 10°-15° C., while stirring intensively. The mixture is subsequently stirred for 3 hours, residual dimethyl sulfate is decomposed by adding concentrated ammonia, the phases are separated in a separating funnel, the aqueous layer is extracted several times with toluene and, after stripping off the solvent, the residue is distilled in vacuo. 26.1 g (90% of theory) of N-α-ethoxyethyl-N-methylacetamide of boiling point24 90°-94° C. are obtained.

Workup

  1. stirringThe mixture is subsequently stirred for 3 hours
  2. customthe phases are separated in a separating funnel
  3. extractionthe aqueous layer is extracted several times with toluene
  4. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-5e34be3309e44f3aa0956190f6b37be4
Source dataset
uspto-grants-1982_03
Patent number
US04322271

Reaction notes

Loading…