1-Bromo-3,5-dinitrobenzene → ar-Bromo-ar-nitrobenzenamine

HRID 64083

反応式

HRID 64083 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1>C(O)(=O)C.[Fe]>[Br:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1)[NH2:8]

参加物

4

反応物 1

HCID 445341-Bromo-3,5-dinitrobenzene

生成物 1

HCID 44535ar-Bromo-ar-nitrobenzenamine収率 80%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

実験手順

To a solution of 1-bromo-3,5-dinitrobenzene (20 g, 80.97 mmol) in acetic acid (120 ml) at 90° C. was added iron powder (11.3 g, 202.4 mmol, 2.5 eq) slowly portionwise over a period of 30 min (caution: highly exothermic reaction). After completion of the addition, the mixture was quenched by the addition of crushed ice. The precipitate formed was filtered and was washed with cold water to obtain orange solid. The solid was dried under vacuum to give the product in 80% yield (14 g). 1H NMR (300 MHz, CDCl3): δ 10.55 (br s, 2H), 8.46 (s, 1H), 8.19 (s, 1H), 8.02 (s, 1H).

後処理

  1. customhighly exothermic reaction)
  2. additionAfter completion of the addition
  3. customthe mixture was quenched by the addition of crushed ice
  4. customThe precipitate formed
  5. filtrationwas filtered
  6. washwas washed with cold water
  7. customto obtain orange solid
  8. customThe solid was dried under vacuum
  9. customto give the product in 80% yield (14 g)

出典と根拠

ORDレコード
ord-753a8f480966446dafb69e87c8975f55
出典データセット
uspto-grants-2016_09
特許番号
US09447091B2

関連ノート

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