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Sodium Iodide → 5-Chloro-2-(2-cyclohexyl-1H-imidazol-1-yl)-3-nitropyridine

HRID 72774
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반응식

HRID 72774 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([Cl:11])=[CH:4][N:3]=1.[CH:12]1([C:18]2[NH:19][CH:20]=[CH:21][N:22]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.[I-].[Na+]>CN(C)C=O>[Cl:11][C:5]1[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]([N:19]2[CH:20]=[CH:21][N:22]=[C:18]2[CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[N:3][CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 80633312,5-Dichloro-3-nitropyridineHCID 111594052-Cyclohexyl-1H-imidazole

생성물 1

HCID 591985595-Chloro-2-(2-cyclohexyl-1H-imidazol-1-yl)-3-nitropyridine수율 67.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
160 °C

실험 절차

2,5-Dichloro-3-nitropyridine 1.00 g, 2-cyclohexylimidazole 1.56 g, sodium iodide 500 mg and N,N-dimethylformamide 25 mL were mixed and stirred at 160° C. for 15.5 hours. The reaction liquid was poured in ice water and extracted with diethyl ether. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. Distilling the solvent off under reduced pressure, the residue was subjected to silica gel chromatography (hexane:ethyl acetate=2:1) to provide 1.08 g of the title compound.

후처리

  1. customThe reaction liquid
  2. extractionextracted with diethyl ether
  3. washThe organic layer was washed successively with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationDistilling the solvent off under reduced pressure

출처 및 근거

ORD 기록
ord-5e7066b4ceae4b46abd3fd926db85860
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829000B2

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