Nitric Acid → 4-Bromo-3-nitroaniline

HRID 1805123노트

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HRID 1805123 반응식
[N+:1]([O-:4])(O)=[O:2].[Br:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=1>OS(O)(=O)=O.C(Cl)Cl>[Br:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][C:7]=1[N+:1]([O-:4])=[O:2]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 78074-Bromoaniline

생성물 1

HCID 6122994-Bromo-3-nitroaniline

시약·촉매·용매 1

HCID 86615737H2SO4 CH2Cl2용매

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온도
20 °C

실험 절차

Conc. nitric acid (15.8 mL, 376.9 mmol) was added to a solution of 4-bromoaniline (40 g, 232.5 mmol) in H2SO4/CH2Cl2 (400 mL, 1:1, v/v) dropwise at 0° C. under an atmosphere of N2. The cooling bath was removed and the mixture was stirred at 20° C. until the starting material was consumed (about 1 h). The reaction mixture was poured onto water and neutralized with NaOH solution to pH=9 and extracted with DCM. The organic layer was dried, filtered and evaporated in vacuo to afford the crude product 4-bromo-3-nitro-aniline, which was used directly in the next step.

후처리

  1. customdropwise at 0° C.
  2. customThe cooling bath was removed
  3. customwas consumed (about 1 h)
  4. additionThe reaction mixture was poured onto water and neutralized with NaOH solution to pH=9
  5. extractionextracted with DCM
  6. customThe organic layer was dried
  7. filtrationfiltered
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-0f90e72d881543ddb59e51a2af2822da
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354427B2

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