Phosphorus oxychloride → Benzyl-(2-chloro-3-nitro-pyridin-4-yl)-amine

HRID 639686노트

반응식

HRID 639686 반응식
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11](O)[C:10]=1[N+:16]([O-:18])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:21])=O>C(#N)C.[Cl-].C([N+](CC)(CC)CC)C>[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([Cl:21])[C:10]=1[N+:16]([O-:18])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178526800HCID 178526800, 화합물

생성물 1

HCID 72697848Benzyl-(2-chloro-3-nitro-pyridin-4-yl)-amine수율 89.3%

시약·촉매·용매 2

HCID 5946Tetraethylammonium Chloride촉매HCID 6342Acetonitrile용매

반응 조건

온도
85 °C

실험 절차

4-benzylamino-3-nitro-pyridin-2-ol (6.15 g, 25.07 mmol) was suspended in 100 mL of acetonitrile then phosphorus oxychloride (12 mL, 125.40 mmol) was added followed by tetraethyl ammonium chloride (4.15 g, 25.07 mmol) and the mixture was stirred at 85° C. overnight. The solvent was removed in vacuo and the residue was suspended in water (300 mL) and extracted with dichloromethane (2×200 mL). The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo to give 5.9 g of the title compound as a yellow solid.

후처리

  1. customThe solvent was removed in vacuo
  2. extractionextracted with dichloromethane (2×200 mL)
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-7a553537354c49c4bd15ef6212e3b2da
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691877B2

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