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Water → 5-Nitro-2-[[(1-propylimidazol-5-yl)methyl]sulfanyl]pyridine

HRID 856732
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HRID 856732 반응식
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl.Cl[CH2:19][C:20]1[N:24]([CH2:25][CH2:26][CH3:27])[CH:23]=[N:22][CH:21]=1.O>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([S:1][CH2:19][C:20]2[N:24]([CH2:25][CH2:26][CH3:27])[CH:23]=[N:22][CH:21]=2)=[N:3][CH:4]=1)([O-:10])=[O:9]
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참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 229386165-(chloromethyl)-1-propyl-1H-imidazole hydrochlorideHCID 178526723C5H4N2O2S

생성물 1

HCID 695224915-Nitro-2-[[(1-propylimidazol-5-yl)methyl]sulfanyl]pyridine수율 70.7%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

2-mercapto-5-nitropyridine (2.3 g) was dissolved in DMF (47 ml), potassium carbonate (6.2 g) and 5-chloromethyl-1-propylimidazole hydrochloride (3.5 g) was added to the mixture, and the mixture was stirred for 40 hours at room temperature. The reaction solution was added to water, and 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 purified by silica gel column chromatography, to give 5-nitro-2-[[(1-propylimidazol-5-yl)methyl]sulfanyl]pyridine (2.9 g).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-4cbe4969e7794837beba0b1ff692107b
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07262185B2

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