Methyl Isocyanate → HCID 13228806, compound

HRID 1648764Notes

Reaction equation

HRID 1648764 reaction equation
[C:1]([NH:5][OH:6])(=[O:4])[CH2:2][CH3:3].[CH3:7][N:8]=[C:9]=[O:10]>C(N(CC)CC)C.C(Cl)Cl>[CH3:7][NH:8][C:9]([N:5]([O:6][C:9]([NH:8][CH3:7])=[O:10])[C:1](=[O:4])[CH2:2][CH3:3])=[O:10]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 75743Propionohydroxamic acid

Product 1

HCID 13228806HCID 13228806, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

Propiohydroxamic acid (4.5 grams), methyl isocyanate (6.0 grams), and a few drops of triethylamine were stirred for about one hour in about 50 ml of methylene chloride. The resulting solution was allowed to stand at room temperature for about 48 hours, after which the solvent was removed by evaporation leaving a residue. The residue was recrystallized from a mixture of methylene chloride and hexane leaving the desired, N-((methylamino)carbonyl)-N-(((methylamino)carbonyl)-oxy)propionamide as white crystals, m.p. 90.5°-92.5° C.

Workup

  1. customafter which the solvent was removed by evaporation
  2. customleaving a residue
  3. customThe residue was recrystallized from a mixture of methylene chloride and hexane leaving the

Sources & evidence

ORD record
ord-1849293a7a1545c9abd3053cf99f1cbd
Source dataset
uspto-grants-1983_11
Patent number
US04413009

Reaction notes

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