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

HRID 475225노트

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HRID 475225 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 27831584-bromo-3-fluoro-2-nitroaniline수율 90.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d1afc592045e4de7a4afec0886b7cbb3
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637537B2

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