4-Bromo-2-nitroaniline → 4-Bromobenzene-1,2-diamine

HRID 10415

반응식

HRID 10415 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-])=O)[CH:3]=1>[Pt].C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([NH2:6])=[CH:7][CH:8]=1

참가 물질

4

반응물 1

HCID 701324-Bromo-2-nitroaniline

생성물 1

HCID 3235934-Bromobenzene-1,2-diamine수율 103%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 8028Tetrahydrofuran용매

실험 절차

4-Bromo-2-nitroaniline (12 g, 55 mmol), 1% Pt/C (1.2 g) and THF (120 mL) were added to a 250 mL bottle. The reaction mixture was hydrogenated at a pressure of approximately 40 psig H2. The hydrogenation reaction mixture was monitored by HPLC until the Area % of 4-bromo-2-nitroaniliine was less than 1%. The reaction mixture was filtered and then concentrated to yield 10.6 g of 4-bromo-benzene-1,2-diamine (as a black oil that solidifies). 4-Bromo-benzene-1,2-diamine was used in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ 3.28 (br, 4H), 6.54 (d, 1H), 6.77–6.81 (m, 2H).

후처리

  1. customThe hydrogenation reaction mixture
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ce912197d0244875aab6c2cd6dc5c11e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094790B2

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