m-Chloroperbenzoic acid → HCID 178498636, compound

HRID 259516Notes

Reaction equation

HRID 259516 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([S:7][CH2:8][C:9]2[N+:18]([O-:19])=[C:17]3[C:12]([CH:13]=[CH:14][CH:15]=[CH:16]3)=[N+:11]([O-:20])[C:10]=2[C:21]([O:23][CH3:24])=[O:22])=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:33])C=1>C(Cl)(Cl)Cl>[N:1]1[CH:6]=[CH:5][C:4]([S:7]([CH2:8][C:9]2[N+:18]([O-:19])=[C:17]3[C:12]([CH:13]=[CH:14][CH:15]=[CH:16]3)=[N+:11]([O-:20])[C:10]=2[C:21]([O:23][CH3:24])=[O:22])=[O:33])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178498620HCID 178498620, compound

Product 1

HCID 178498636HCID 178498636, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Methyl 3-[(4-pyridyl)-thiomethyl]-2-quinoxalinecarboxylate-1,4-dioxide (0.03 moles) in 120 ml of chloroform was treated dropwise with m-chloroperbenzoic acid (0.03 moles) in 80 ml of chloroform at 0°-5° C. The solution after 2 hours was washed with 5% NaHCO3 solution (3 × 200 ml), water (1 × 60 ml) and then dried over sodium sulfate. The chloroform solution was concentrated to a small volume and added with stirring to 300 ml of ether to precipitate the desired product. Yield, 10.1 grams (94%); m.p. 137°-39° C. (dec.).

Workup

  1. washThe solution after 2 hours was washed with 5% NaHCO3 solution (3 × 200 ml), water (1 × 60 ml)
  2. dry with materialdried over sodium sulfate
  3. concentrationThe chloroform solution was concentrated to a small volume
  4. additionadded
  5. customto precipitate the desired product
  6. customYield

Sources & evidence

ORD record
ord-cc45563b5b8140658a875a7970123555
Source dataset
uspto-grants-1977_07
Patent number
US04038392

Reaction notes

Loading…