m-Chloroperbenzoic acid → 3-Methyl-2-(2-pyridylmethylsulfinyl)quinoxaline

HRID 2107322노트

반응식

HRID 2107322 반응식
Cl.[CH3:2][C:3]1[C:4]([S:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.ClC1C=CC=C(C(OO)=[O:29])C=1.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl.CO>[CH3:2][C:3]1[C:4]([S:13]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)=[O:29])=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2

참가 물질

6

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 14052175HCID 14052175, 화합물

생성물 1

HCID 140521803-Methyl-2-(2-pyridylmethylsulfinyl)quinoxaline수율 67.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6212Chloroform용매2회

실험 절차

In a mixture of 36 ml of chloroform and 18 ml of methanol was dissolved 2.6 g of 3-methyl-2-(2-pyridylmethylthio)quinoxaline hydrochloride. To the chilled solution kept at a temperature of lower than 0° C. (temperature of solution) was added 1.77 g of m-chloroperbenzoic acid (purity 70%). After the reaction was complete, chloroform and saturated aqueous NaHCO3 solution were added to the reaction mixture under chilling. The organic layer was separated and dried over sodium sulfate. The sodium sulfate was then removed by filtration, and the solvent was evaporated under reduced pressure from the filtrate. The residue was purified by silica gel column chromatography (chloroform/methanol), and recrystallized from ethyl/hexane to give 1.63 g of 3-methyl-2-(2-pyridylmethylsulfinyl)quinoxaline as an orange crystalline powder, m.p. 85°-88° C. (decompn.).

후처리

  1. customlower than 0° C.
  2. temperatureunder chilling
  3. customThe organic layer was separated
  4. dry with materialdried over sodium sulfate
  5. customThe sodium sulfate was then removed by filtration
  6. customthe solvent was evaporated under reduced pressure from the filtrate
  7. customThe residue was purified by silica gel column chromatography (chloroform/methanol)
  8. customrecrystallized from ethyl/hexane

출처 및 근거

ORD 기록
ord-54d9b0005925471ca2437c82105f97f3
출처 데이터셋
uspto-grants-1990_06
특허 번호
US04933458

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