تفاعل #56860

ord-bc34d81bc3ce4fa792e5254ed320c347

معادلة التفاعل

O=Cc1ccc([N+](=O)[O-])cc1
4-nitro-benzaldehyde
[C-]#[N+]CS(=O)(=O)c1ccc(C)cc1
tosylmethyl isocyanide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=[N+]([O-])c1ccc(-c2cnco2)cc1
5-(4-nitro-phenyl)-oxazole
المردود 89.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةunder reflux for 30 minutes
  3. 3
    تركيزAfter concentrating under reduced pressure
  4. 4
    ترشيحThe solid that was filtered

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07419984B2uspto-grants-2008_09