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Imidazole → 1-(3-nitrophenyl)-1H-imidazole

HRID 1075451
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인쇄 미리보기

반응식

HRID 1075451 반응식
I[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[CH:3]=1.[NH:11]1[CH:15]=[CH:14][N:13]=[CH:12]1.C(=O)([O-])[O-].[K+].[K+]>[Cu].O>[N:11]1([C:2]2[CH:3]=[C:4]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=2)[CH:15]=[CH:14][N:13]=[CH:12]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 125741-Iodo-3-nitrobenzene

생성물 1

HCID 8179761-(3-nitrophenyl)-1H-imidazole수율 79.6%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 962Water용매2회

반응 조건

온도
200 °C

실험 절차

A mixture of 1 -iodo-3-nitrobenzene (90g, 0.36mol), imidazole (54g, 0.79mol), potassium carbonate (54g, 0.39mol) and finely divided copper powder (1 g) is heated to 200° C. The melt is stirred for 2 hours under nitrogen. During the reaction water vapor is trapped by molecular sieves, placed between the reaction vessel and the condenser. Following the reaction the mixture is cooled to 100° C. and water is added. The mixture is allowed to cool to room temperature and the crude product is filtered off and dried. Recrystallization from toluene (200-250ml) affords pure 3-(1-imidazolyl)nitrobenzene (54.2g, 79%). Mp 101-102° C.

후처리

  1. customthe reaction the mixture
  2. temperatureis cooled to 100° C.
  3. temperatureto cool to room temperature
  4. filtrationthe crude product is filtered off
  5. customdried
  6. customRecrystallization from toluene (200-250ml)

출처 및 근거

ORD 기록
ord-bde6a04547a7462f8f05be75cc14764f
출처 데이터셋
uspto-grants-1999_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05902813

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