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

HRID 1087457
ノート
印刷プレビュー

反応式

HRID 1087457 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a9a4fd5bb017499c96adaf4736b71822
出典データセット
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05036089

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート