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

HRID 64083

반응식

HRID 64083 반응식
[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]

참가 물질

4

반응물 1

HCID 445341-Bromo-3,5-dinitrobenzene

생성물 1

HCID 44535ar-Bromo-ar-nitrobenzenamine수율 80%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-753a8f480966446dafb69e87c8975f55
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447091B2

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