2-Amino-6-methoxy-3-nitropyridine → HCID 178419698、化合物

HRID 916744ノート

反応式

HRID 916744 の反応式
[Br:1]C1N=C(N)C([N+]([O-])=O)=CC=1.C[O:13][C:14]1[N:19]=[C:18]([NH2:20])[C:17]([N+:21]([O-:23])=[O:22])=[CH:16][CH:15]=1>Br.C(O)(=O)C>[BrH:1].[NH2:20][C:18]1[N:19]=[C:14]([OH:13])[CH:15]=[CH:16][C:17]=1[N+:21]([O-:23])=[O:22]

参加物

4

反応物 2

HCID 38524282-Amino-6-methoxy-3-nitropyridineHCID 120977456-Bromo-3-nitro-2-pyridinamine

生成物 1

HCID 178419698HCID 178419698、化合物収率 95%

試薬・触媒・溶媒 1

HCID 21893785Acetic Acid Mixture with Hydrobromic Acid溶媒

反応条件

温度
60 °C

実験手順

6-Bromo-3-nitro-pyridin-2-ylamine. To a glass pressure vessel containing 6-methoxy-3-nitro-pyridin-2-ylamine (5.0 g, 29.5 mmol) was added 30% hydrogen bromide/acetic acid (60 mL). The vessel was sealed, and the contents were heated to 60° C. for 24 h. The reaction mixture was cooled, and the solvent was removed in vacuo giving 6.8 g (>95%) of crude 6-amino-5-nitro-pyridin-2-ol hydrobromide (HPLC: Rt=5.46). This material (2.0 g, 8.5 mmol) was taken up in toluene (30 mL), followed by phosphorus pentoxide (2.4 g, 17.0 mmol) and tetrabutyl ammonium bromide (3.2 g, 9.7 mmol). The mixture was heated to reflux for 4 h. The reaction mixture was cooled to 0° C., diluted with saturated NaHCO3, and extracted with ethyl acetate (3×100 mL). The combined organics were washed with water (100 mL) and dried (Na2SO4) to afford 1.18 g (64%) of 6-bromo-3-nitro-pyridin-2-ylamine.

後処理

  1. customThe vessel was sealed
  2. temperatureThe reaction mixture was cooled
  3. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-ef282a0871e9489fae960e26493665f9
出典データセット
uspto-grants-2007_09
特許番号
US07271261B2

反応ノート

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