Water → 4-Bromo-2,6-dinitroaniline

HRID 44462

反応式

HRID 44462 の反応式
[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:5]=1[NH2:6])([O-:3])=[O:2].[Br:14]Br.O>C(O)(=O)C>[Br:14][C:9]1[CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]([NH2:6])=[C:7]([N+:11]([O-:13])=[O:12])[CH:8]=1

参加物

5

反応物 3

HCID 962WaterHCID 24408BromineHCID 690702,6-Dinitroaniline

生成物 1

HCID 37466084-Bromo-2,6-dinitroaniline収率 96.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
120 °C

実験手順

A stirred suspension of 2,6-dinitroaniline (5 g, 27.3 mmol) in glacial acetic acid (50 mL) was added bromine (1.5 mL, 30 mmol) dropwise and heated at 120° C. for 2 h. After cooling to ambient temperature, the resultant mixture was poured into water (50 mL). The precipitate solid was collected by filtration and washed with water then dried in-vacuo. The solid was re-dissolved in EtOAC, washed with water and saturated brine. The organic layer was collected and concentrated in-vacuo to give the desired product (6.88 g, 95%). 1H NMR (300 MHz, DMSO-d6) δ ppm 8.37 (br s, 2H), 8.58 (s, 2H).

後処理

  1. temperatureAfter cooling to ambient temperature
  2. filtrationThe precipitate solid was collected by filtration
  3. washwashed with water
  4. customthen dried in-vacuo
  5. dissolutionThe solid was re-dissolved in EtOAC
  6. washwashed with water and saturated brine
  7. customThe organic layer was collected
  8. concentrationconcentrated in-vacuo

出典と根拠

ORDレコード
ord-5dd376713d8e49fe9c13b12141dbd963
出典データセット
uspto-grants-2013_09
特許番号
US08541411B2

関連ノート

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