2-Bromo-6-methyl-4-nitropyridine → 2-Bromo-6-methyl-4-(4-nitrophenylsulphanyl)-pyridine

HRID 1603604노트

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HRID 1603604 반응식
[Br:1][C:2]1[CH:7]=[C:6]([N+]([O-])=O)[CH:5]=[C:4]([CH3:11])[N:3]=1.[K].[N+:13]([C:16]1[CH:21]=[CH:20][C:19]([SH:22])=[CH:18][CH:17]=1)([O-:15])=[O:14]>CN1CCCC1=O>[Br:1][C:2]1[CH:7]=[C:6]([S:22][C:19]2[CH:20]=[CH:21][C:16]([N+:13]([O-:15])=[O:14])=[CH:17][CH:18]=2)[CH:5]=[C:4]([CH3:11])[N:3]=1

참가 물질

4

반응물 2

HCID 134195902-Bromo-6-methyl-4-nitropyridineHCID 700026814Nitrothiophenol potassium salt

생성물 1

HCID 196054542-Bromo-6-methyl-4-(4-nitrophenylsulphanyl)-pyridine수율 63.5%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
50 °C

실험 절차

1.0 g (0.00458 mol) of 2-bromo-6-methyl-4-nitropyridine and 0.885 g (0.00458 mol) of 4-nitrothiophenol potassium salt were dissolved in 10 ml of 1-methyl-pyrrolidone and stirred at 50° C. for 1 hr. The solvent was removed in a high vacuum and the residue was partitioned in water and ethyl acetate. The combined organic phases were washed with sat. sodium chloride solution and dried over MgSO4. After filtration and removal of the solvent the residue was chromatographed on silica gel with ethyl acetate/hexane 1:4 and 1:3 and subsequently dried in a high vacuum. There was obtained 0.945 g (63%) of 2-bromo-6-methyl-4-(4-nitrophenylsulphanyl)-pyridine as yellow crystals; m.p.: 124-126° C.

후처리

  1. customThe solvent was removed in a high vacuum
  2. customthe residue was partitioned in water
  3. washThe combined organic phases were washed with sat. sodium chloride solution
  4. dry with materialdried over MgSO4
  5. filtrationAfter filtration and removal of the solvent the residue
  6. customwas chromatographed on silica gel with ethyl acetate/hexane 1:4 and 1:3
  7. customsubsequently dried in a high vacuum

출처 및 근거

ORD 기록
ord-ac867f4a942540f18d112f661f40e706
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05990105

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