Aniline → 2-Bromo-5-nitro-N-phenyl-4-pyridineamine

HRID 1986365노트

반응식

HRID 1986365 반응식
[Br:1][C:2]1[CH:7]=[C:6](Br)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.C(N(CC)CC)C.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1COCC1>[Br:1][C:2]1[CH:7]=[C:6]([NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

참가 물질

5

반응물 3

HCID 6115AnilineHCID 8471TriethylamineHCID 160998502,4-Dibromo-5-nitropyridine

생성물 1

HCID 860451242-Bromo-5-nitro-N-phenyl-4-pyridineamine수율 97.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The product from Step 2 (7.55 g, 26.8 mmol) in THF (80 mL) and triethylamine (3.7 mL, 26.8 mmol) was treated with aniline (2.6 g, 27.9 mmol) and allowed to stir at rt until the reaction was judged complete by TLC. The solvent was removed in vacuo and the residue dissolved in ethyl acetate, washed (3×) with water and brinde, dried over Na2SO4 and concentrated in vacuo to afford the title compound (7.65 g, 97%). MS (ES+) m/e 294/296 [M+H]+.

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washwashed (3×) with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9ab71254b65040bf9a31100e3ecc3e36
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547779B2

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