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Sodium Sulfite → 2-Bromo-4-chloro-5-methoxyaniline

HRID 705369
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HRID 705369 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[O:9][CH3:10].[Br:11]N1C(=O)CCC1=O.[O-]S([O-])=O.[Na+].[Na+]>C(Cl)Cl>[Br:11][C:7]1[CH:8]=[C:2]([Cl:1])[C:3]([O:9][CH3:10])=[CH:4][C:5]=1[NH2:6]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24437Sodium SulfiteHCID 67184N-bromobutanimideHCID 131036924-Chloro-3-methoxyaniline

생성물 1

HCID 147747832-Bromo-4-chloro-5-methoxyaniline수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

A solution of 4-chloro-3-methoxyaniline (1.0 equivalent) dissolved in CH2Cl2 (15 volumes) at 5° C. was treated portion wise with N-bromosuccinimide (1.03 equivalents), warmed to 20° C. and mixed for 5 minutes. A 5% aqueous Na2SO3 solution (10 volumes) was added and the mixture was stirred for 10 minutes. The layers were separated and the organic layer was washed with water and saturated brine, dried (Na2SO4), filtered and concentrated. The resulting solid was triturated with a minimal volume of heptane and the solid was collected by filtration and dried to constant mass (80% yield).

후처리

  1. additionmixed for 5 minutes
  2. customThe layers were separated
  3. washthe organic layer was washed with water and saturated brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting solid was triturated with a minimal volume of heptane
  8. filtrationthe solid was collected by filtration
  9. customdried to constant mass (80% yield)

출처 및 근거

ORD 기록
ord-58383cd619f7474585f0ed824f65dcf6
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09173887B2

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