Dichloromethane → HCID 54199292, compound

HRID 1702748Notes

Reaction equation

HRID 1702748 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].ClCCl.[OH:8][N:9]=[C:10]([CH3:25])[CH2:11][N:12]([S:21]([CH3:24])(=[O:23])=[O:22])[C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:20]>C(N(CC)CC)C>[C:1]([O:8][N:9]=[C:10]([CH3:25])[CH2:11][N:12]([S:21]([CH3:24])(=[O:23])=[O:22])[C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:20])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 86738200HCID 86738200, compound

Product 1

HCID 54199292HCID 54199292, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Acetyl chloride (0.9 ml) was added to a dichloromethane (20 ml) solution of N-[2-hydroxyiminopropyl]-2',6'-dimethylmethanesulphonanilide (2.6 g) and triethylamine (1.6 ml). The mixture was stirred and boiled under reflux for 3 hours, then filtered, and the filtrate evaporated to a clear yellow oil. A solution of this oil in chloroform was percolated through a short column of silica gel, and the eluate evaporated to give analytically pure N-[2-(acetyloxyimino)propyl]-2',6'-dimethylmethanesulphonanilide. Yield 1.9 g (63%).

Workup

  1. temperatureunder reflux for 3 hours
  2. filtrationfiltered
  3. customthe filtrate evaporated to a clear yellow oil
  4. customthe eluate evaporated

Sources & evidence

ORD record
ord-5c0955698b534844b6f9193d987c6c54
Source dataset
uspto-grants-1982_09
Patent number
US04349378

Reaction notes

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