Potassium Iodide → HCID 178475874, compound

HRID 1439509Notes

Reaction equation

HRID 1439509 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 94%

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
  8. customto give 2.7 g

Sources & evidence

ORD record
ord-9ea9afd438bf45a48a42122af2028fba
Source dataset
uspto-grants-1977_11
Patent number
US04060523

Reaction notes

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