2-Amino-6-methoxy-3-nitropyridine → HCID 178419698, 화합물

HRID 916744노트

반응식

HRID 916744 반응식
[Br:1]C1N=C(N)C([N+]([O-])=O)=CC=1.C[O:13][C:14]1[N:19]=[C:18]([NH2:20])[C:17]([N+:21]([O-:23])=[O:22])=[CH:16][CH:15]=1>Br.C(O)(=O)C>[BrH:1].[NH2:20][C:18]1[N:19]=[C:14]([OH:13])[CH:15]=[CH:16][C:17]=1[N+:21]([O-:23])=[O:22]

참가 물질

4

반응물 2

HCID 38524282-Amino-6-methoxy-3-nitropyridineHCID 120977456-Bromo-3-nitro-2-pyridinamine

생성물 1

HCID 178419698HCID 178419698, 화합물수율 95%

시약·촉매·용매 1

HCID 21893785Acetic Acid Mixture with Hydrobromic Acid용매

반응 조건

온도
60 °C

실험 절차

6-Bromo-3-nitro-pyridin-2-ylamine. To a glass pressure vessel containing 6-methoxy-3-nitro-pyridin-2-ylamine (5.0 g, 29.5 mmol) was added 30% hydrogen bromide/acetic acid (60 mL). The vessel was sealed, and the contents were heated to 60° C. for 24 h. The reaction mixture was cooled, and the solvent was removed in vacuo giving 6.8 g (>95%) of crude 6-amino-5-nitro-pyridin-2-ol hydrobromide (HPLC: Rt=5.46). This material (2.0 g, 8.5 mmol) was taken up in toluene (30 mL), followed by phosphorus pentoxide (2.4 g, 17.0 mmol) and tetrabutyl ammonium bromide (3.2 g, 9.7 mmol). The mixture was heated to reflux for 4 h. The reaction mixture was cooled to 0° C., diluted with saturated NaHCO3, and extracted with ethyl acetate (3×100 mL). The combined organics were washed with water (100 mL) and dried (Na2SO4) to afford 1.18 g (64%) of 6-bromo-3-nitro-pyridin-2-ylamine.

후처리

  1. customThe vessel was sealed
  2. temperatureThe reaction mixture was cooled
  3. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-ef282a0871e9489fae960e26493665f9
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271261B2

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