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Bromine → 2-Bromo-6-fluoro-4-nitroaniline

HRID 1847412
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HRID 1847412 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH2:11].[Br:12]Br.C([O-])(O)=O.[Na+]>CC(O)=O>[Br:12][C:4]1[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=[C:2]([F:1])[C:3]=1[NH2:11]
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참가 물질

5

반응물 3

HCID 24408BromineHCID 1012542-Fluoro-4-nitroanilineHCID 516892Sodium Bicarbonate

생성물 1

HCID 143001412-Bromo-6-fluoro-4-nitroaniline수율 99.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
20 °C

실험 절차

To a solution of 2-fluoro-4-nitro-phenylamine (12 g, 77 mmol) in AcOH (50 mL) was added Br2 (3.9 mL, 77 mmol) dropwise at 0° C. The mixture was stirred at 20° C. for 3 h. The reaction mixture was basified with sat. aq. NaHCO3, and extracted with EtOAc (100 mL×3). The combined organics were dried over anhydrous Na2SO4 and evaporated under vacuum to give 2-bromo-6-fluoro-4-nitro-phenylamine (18 g, 97%). 1H NMR (400 MHz, CDCl3) δ 8.22 (m, 1H), 7.90 (dd, J=2.4, 10.8 Hz, 1H), 4.88 (brs, 2H).

후처리

  1. extractionextracted with EtOAc (100 mL×3)
  2. dry with materialThe combined organics were dried over anhydrous Na2SO4
  3. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-1cd46c240d4147dab0d67f1adbf26835
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952050B2

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