Potassium Iodide → HCID 178475874, compound

HRID 596796Notes

Reaction equation

HRID 596796 reaction equation
[C:1]([C:9]1[C:18]([CH2:19]Br)=[N+:17]([O-:21])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N+:10]=1[O-:22])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:23]([O-:26])(=[O:25])[CH3:24].[K+].CN(C)C=O.[I-].[K+]>CCOCC>[C:1]([C:9]1[C:18]([CH2:19][O:26][C:23](=[O:25])[CH3:24])=[N+:17]([O-:21])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N+:10]=1[O-:22])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 6228DimethylformamideHCID 517044Potassium AcetateHCID 178519460HCID 178519460, compound

Product 1

HCID 178475874HCID 178475874, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3.0 g. (8.4 mmol.) of 2-benzoyl-3-bromomethylquinoxaline 1,4-dioxide and 0.90 g (9.2 mmol.) of potassium acetate in 40 ml. of N,N-dimethylformamide, was added 0.22 g. (1.3 mmol.) of finely ground potassium iodide. The reaction mixture was stirred for 1.5 hours at ambient temperature, and then it was poured into 1,000 ml. of ether. The solid which precipitated was removed by filtration and discarded. Evaporation of the filtrate in vacuo left a yellow solid which was washed with methanol and dried, to give 2.7 g (94% yield) of 2-benzoyl-3-acetoxymethylquinoxaline 1,4-dioxide, m.p. 164°-167° C.

Workup

  1. additionit was poured into 1,000 ml
  2. customThe solid which precipitated
  3. customwas removed by filtration
  4. customEvaporation of the filtrate in vacuo
  5. waitleft a yellow solid which
  6. washwas washed with methanol
  7. customdried

Sources & evidence

ORD record
ord-042c0d18cc394092b4f748ddcf4bf6e7
Source dataset
uspto-grants-1977_03
Patent number
US04012385

Reaction notes

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