Acetic Anhydride → N-(4-Methyl-3-nitrophenyl)acetamide

HRID 53290

反応式

HRID 53290 の反応式
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:12](=[O:14])[CH3:13])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 83904-Methyl-3-nitroaniline

生成物 1

HCID 73133N-(4-Methyl-3-nitrophenyl)acetamide

実験手順

A solution of 4-methyl-3-nitroaniline (3.60 g, 23.7 mmol) in acetic anhydride (28 mL) was allowed to stir at room temperature. After 16 h, the reaction mixture was concentrated in vacuo, diluted with ethyl acetate (25 mL), washed with saturated sodium bicarbonate (2×50 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to give 4.20 g (Y: 99%) of the title compound; 1H-NMR (CDCl3): δ8.10 (d, J=1.7 Hz, 1H), 7.75 (dd, J=8.5, 1.7 Hz, 1H), 7.38 (bs, 1H), 7.29 (d, J=8.5 Hz, 1H), 2.56 (s, 3H), 2.21 (s, 3H); MS (DCI) m/e: 195 (MH+).

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additiondiluted with ethyl acetate (25 mL)
  3. washwashed with saturated sodium bicarbonate (2×50 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-cdfad0d4ad1b4ee185df1f48c3fd8b0b
出典データセット
uspto-grants-1997_04
特許番号
US05618839

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