Sulfuric Acid → 1,3-dibromo-5-nitrobenzene

HRID 446999노트

반응식

HRID 446999 반응식
[Br:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([Br:12])[C:3]=1N.OS(O)(=O)=O.N([O-])=O.[Na+]>C(O)C>[Br:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([Br:12])[CH:3]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 132312,6-Dibromo-4-nitroanilineHCID 23668193Sodium Nitrite

생성물 1

HCID 2387111,3-dibromo-5-nitrobenzene수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

To an ice-cold solution of 2,6-dibromo-4-nitro-aniline (100 g, 0.34 mol) in 1.50 L of ethanol was added dropwise conc. H2SO4 (116 ml, 2.15 mol) over 30-45 min with constant stirring. The reaction mixture was heated to 60° C. and sodium nitrite (72 g, 1.09 mol) was added to the reaction mixture portion wise. The resulting yellow colored reaction mixture was heated slowly to 90° C. and refluxed for 2 to 2.5 h. After cooling to room temperature, the mixture was poured into ice water. The reddish brown solid thus obtained was filtered, washed with water and dried to give the desired compound as a brown solid (85.0 g, 90%).

후처리

  1. temperatureThe resulting yellow colored reaction mixture was heated slowly to 90° C.
  2. temperaturerefluxed for 2 to 2.5 h
  3. temperatureAfter cooling to room temperature
  4. customThe reddish brown solid thus obtained
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried

출처 및 근거

ORD 기록
ord-083a51091212483cbec7ea82cd7a300c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481544B2

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