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2-Nitroimidazole → 3-[3-(2-Nitro-1H-imidazol-1-yl)propyl]-2-oxazolidinone

HRID 1087457
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인쇄 미리보기

반응식

HRID 1087457 반응식
[N+:1]([C:4]1[NH:5][CH:6]=[CH:7][N:8]=1)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].Cl[CH2:16][CH2:17][CH2:18][N:19]1[CH2:23][CH2:22][O:21][C:20]1=[O:24]>>[N+:1]([C:4]1[N:5]([CH2:16][CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][O:21][C:20]2=[O:24])[CH:6]=[CH:7][N:8]=1)([O-:3])=[O:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 107012-NitroimidazoleHCID 11430Potassium CarbonateHCID 133549643-(3-Chloropropyl)-2-oxazolidinone

생성물 1

HCID 148966273-[3-(2-Nitro-1H-imidazol-1-yl)propyl]-2-oxazolidinone수율 81.7%

반응 조건

온도
60 °C

실험 절차

A mixture of 6 g of 2-nitroimidazole (53 mmol) and 7.32 g of K2CO3 was heated at 60° C. for 0.5 hours. Then 8.6 g (53 mmol) of 3-(3-chloropropyl)-2-oxazolidinone (Ann. Pharm. Franc., 13, 565 (1955), was added and stirring continued for 18 hours at 60° C. The mixture was then cooled and concentrated. The residue was partitioned between CHCl3 and water, the organic layer was dried and concentrated to give 10.4 g of a solid which was recrystallized from ethanol to provide 5.4 g (42%) of the desired product, 3-[3-(2-nitro-1H-imidazol-1-yl) propyl]-2-oxazolidinone; mp 89°-91° C.

후처리

  1. addition, 13, 565 (1955), was added
  2. temperatureThe mixture was then cooled
  3. concentrationconcentrated
  4. customThe residue was partitioned between CHCl3 and water
  5. customthe organic layer was dried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a9a4fd5bb017499c96adaf4736b71822
출처 데이터셋
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05036089

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