Benzoic acid, p-nitro-, acetylhydrazide → 2-Methyl-5-(4-nitro-phenyl)-(1,3,4)oxadiazole

HRID 1665622ノート

反応式

HRID 1665622 の反応式
[C:1]([NH:4][NH:5][C:6](=[O:16])[C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)(=O)[CH3:2]>O=P(Cl)(Cl)Cl>[CH3:2][C:1]1[O:16][C:6]([C:7]2[CH:8]=[CH:9][C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=2)=[N:5][N:4]=1

参加物

3

反応物 1

HCID 3332418Benzoic acid, p-nitro-, acetylhydrazide

生成物 1

HCID 5404162-Methyl-5-(4-nitro-phenyl)-(1,3,4)oxadiazole収率 89%

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

A solution of 4-nitro-benzoic acid N′-acetyl-hydrazide (200 mg, 8.9 mmol) in distilled POCl3 (4 mL) was refluxed at 110° C. under nitrogen for 6 hours. The reaction mixture was concentrated and the residue was quenched with 10% NaOH solution. The resulting precipitate was collected by filtration to afford 160 mg (89%) of 2-Methyl-5-(4-nitro-phenyl)-[1,3,4]oxadiazole. 1H NMR: (CDCl3): δ 8.38 (d, 2H), 8.24 (d, 2H), 2.7 (s, 3H).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was quenched with 10% NaOH solution
  3. filtrationThe resulting precipitate was collected by filtration

出典と根拠

ORDレコード
ord-fa2e928ea702448db338410c903e51be
出典データセット
uspto-grants-2011_10
特許番号
US08039463B2

反応ノート

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