Acetone → HCID 54431123, compound

HRID 1702747Notes

Reaction equation

HRID 1702747 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].CC(C)=O.[OH:9][N:10]=[C:11]([CH3:26])[CH2:12][N:13]([S:22]([CH3:25])(=[O:24])=[O:23])[C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21]>C(N(CC)CC)C>[CH3:1][NH:2][C:3]([O:9][N:10]=[C:11]([CH3:26])[CH2:12][N:13]([S:22]([CH3:25])(=[O:24])=[O:23])[C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21])=[O:4]

Participants

5

Reactant 3

HCID 180AcetoneHCID 12228Methyl IsocyanateHCID 86738200HCID 86738200, compound

Product 1

HCID 54431123HCID 54431123, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Methyl isocyanate (1.2 ml) was added to an acetone solution of N-[2-hydroxyiminopropyl]-2',6'-dimethylmethanesulphonanilide (2.7 g) containing triethylamine (0.05 ml). The mixture was allowed to stand at room temperature overnight, then evaporated to a viscous oil which slowly solidified on standing. Recrystallisation from ethylacetate/60°-80° petrol gave colourless crystals of N-[2-(methylcarbamoyloxyimino)propyl]-2',6'-dimethylmethanesulphonanilide. Yield 3.0 g (91%). Melting point 130°-134°.

Workup

  1. customevaporated to a viscous oil which
  2. customRecrystallisation from ethylacetate/60°-80° petrol

Sources & evidence

ORD record
ord-1c7123cb5e7a4429841358a9c8cfe8eb
Source dataset
uspto-grants-1982_09
Patent number
US04349378

Reaction notes

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