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Sodium Hydroxide → 2-[[(2-Methyl-4-nitrophenyl)sulfanyl]methyl]pyridine

HRID 856681
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HRID 856681 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[SH:11].[OH-].[Na+].Cl.Cl[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1>C1COCC1>[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[S:11][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 23392Picolyl chloride hydrochlorideHCID 107734502-Methyl-4-nitrobenzenethiol

생성물 1

HCID 695222562-[[(2-Methyl-4-nitrophenyl)sulfanyl]methyl]pyridine수율 73.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-methyl-4-nitrobenzenethiol (3.0 g) was dissolved in THF (60 ml), and to this solution was added aqueous solution of sodium hydroxide (2.1 g, 15 ml) and then, 2-(chloromethyl)pyridine hydrochloride (3.5 g), and the mixture was stirred for 30 minutes. The solvent was removed under reduced pressure, and the residue was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure and the obtained residue was washed with hexane/ethyl acetate, to give 2-[[(2-methyl-4-nitrophenyl)sulfanyl]methyl]pyridine (3.4 g).

후처리

  1. customThe solvent was removed under reduced pressure
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. washthe obtained residue was washed with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-aa6b8c9255bc4b16974f3caeded54c18
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07262185B2

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