Water → 4-bromo-3-fluoro-2-nitroaniline

HRID 475225ノート

反応式

HRID 475225 の反応式
[F:1][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([NH2:8])[CH:5]=[CH:6][CH:7]=1.C1C(=O)N([Br:19])C(=O)C1.O>CN(C=O)C>[Br:19][C:7]1[CH:6]=[CH:5][C:4]([NH2:8])=[C:3]([N+:9]([O-:11])=[O:10])[C:2]=1[F:1]

参加物

5

反応物 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 27828343-Fluoro-2-nitroaniline

生成物 1

HCID 27831584-bromo-3-fluoro-2-nitroaniline収率 90.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 138 (25 g, 0.160 mol) in DMF (250 mL) at 0° C. was added dropwise a solution of NBS (28.5 g, 0.160 mol) in DMF (100 mL). The resulting mixture was stirred at 0° C. for 1 h and then at RT for another hour. After the completion of the reaction, the mixture was poured into water (4 L) and extracted with EtOAc. The combined organic layers were washed with water and brine solution, dried (Na2SO4), filtered and concentrated in vacuo to afford 34 g (90%) of 4-bromo-3-fluoro-2-nitro-phenylamine (140) as a yellow solid which was used without further purification.

後処理

  1. waitat RT for another hour
  2. customAfter the completion of the reaction
  3. extractionextracted with EtOAc
  4. washThe combined organic layers were washed with water and brine solution
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d1afc592045e4de7a4afec0886b7cbb3
出典データセット
uspto-grants-2014_01
特許番号
US08637537B2

反応ノート

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