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

HRID 446999ノート

反応式

HRID 446999 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 2387111,3-dibromo-5-nitrobenzene収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-083a51091212483cbec7ea82cd7a300c
出典データセット
uspto-grants-2013_07
特許番号
US08481544B2

反応ノート

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