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

HRID 28582

반응식

HRID 28582 반응식
[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]

참가 물질

5

반응물 3

HCID 5414-NitrobenzaldehydeHCID 11430Potassium CarbonateHCID 161915Tosylmethyl isocyanide

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-bc34d81bc3ce4fa792e5254ed320c347
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07419984B2

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