Iodoethane → 5-Chloro-1-ethyl-4-nitro-1H-pyrazole

HRID 1487670노트

반응식

HRID 1487670 반응식
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[N:8][NH:9][CH:10]=1)([O-:5])=[O:4].I[CH2:12][CH3:13].[Cl-:14].[NH4+]>CN(C=O)C>[Cl:14][C:10]1[N:9]([CH2:12][CH3:13])[N:8]=[CH:7][C:6]=1[N+:3]([O-:5])=[O:4]

참가 물질

6

반응물 4

HCID 6340IodoethaneHCID 163764-nitro-1H-pyrazoleHCID 24758Sodium hydrideHCID 25517Ammonium Chloride

생성물 1

HCID 584650475-Chloro-1-ethyl-4-nitro-1H-pyrazole수율 82.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

To a suspension of sodium hydride (1 equiv, 60% in mineral oil) in DMF (0.64 M) under nitrogen atmosphere was added a solution of 4-nitro-1H-pyrazole (0.83 equiv) in DMF (3.2 M) at 0° C. The reaction mixture was stirred at room temperature for 30 min before a solution of iodoethane (1 equiv) in DMF (3.2 M) was added. The mixture was stirred at room temperature for 2 h. Saturated aqueous ammonium chloride solution (0.32 M) was added, and the solvent was removed under reduced pressure to give the crude product, which was purified by silica gel column chromatography (25% ethyl acetate in petroleum ether) to give the desire product (82.2% yield) as white solid. MS (ESI) m/z 142.0 [M+H]+.

후처리

  1. additionwas added
  2. customthe solvent was removed under reduced pressure
  3. customto give the crude product, which
  4. customwas purified by silica gel column chromatography (25% ethyl acetate in petroleum ether)

출처 및 근거

ORD 기록
ord-b38086195e534b44beb16add756a81e7
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428509B2

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