4-Nitrobenzaldehyde → 5-(4-Nitrophenyl)-1,3-oxazole

HRID 28582

反応式

HRID 28582 の反応式
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].S([CH2:22][N+:23]#[C-:24])(C1C=CC(C)=CC=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]2[O:9][CH:24]=[N:23][CH:22]=2)=[CH:10][CH:11]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 5414-NitrobenzaldehydeHCID 11430Potassium CarbonateHCID 161915Tosylmethyl isocyanide

生成物 1

HCID 27370685-(4-Nitrophenyl)-1,3-oxazole収率 89%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 4-nitro-benzaldehyde (5.0 g, 33.1 mmol), tosylmethyl isocyanide (6.4 g, 33.1 mmol) and potassium carbonate (7.8 g, 82.7 mmol) in methanol (100 ml) was heated under reflux for 30 minutes. After concentrating under reduced pressure, the residue was stirred with water (50 ml). The solid that was filtered to afford 5-(4-nitro-phenyl)-oxazole (5.6 g, 89% yield). 1H NMR (acetone-d6) δ 7.89 (s, 1H, Ar), 8.05 (d, 2H, J=9.3 Hz, Ar), 8.35-8.38 (m, 3H, Ar).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes
  3. concentrationAfter concentrating under reduced pressure
  4. filtrationThe solid that was filtered

出典と根拠

ORDレコード
ord-bc34d81bc3ce4fa792e5254ed320c347
出典データセット
uspto-grants-2008_09
特許番号
US07419984B2

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