Pyridine → 2-Valerylamino-5-bromo-4-methyl-3-nitropyridine

HRID 742807

반응식

HRID 742807 반응식
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[C:5]([Br:12])=[CH:4][N:3]=1.N1C=CC=CC=1.[C:19](Cl)(=[O:24])[CH2:20][CH2:21][CH2:22][CH3:23].C(Cl)Cl>O>[C:19]([NH:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[C:5]([Br:12])=[CH:4][N:3]=1)(=[O:24])[CH2:20][CH2:21][CH2:22][CH3:23]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 61186Valeryl chlorideHCID 72132072-Amino-5-bromo-4-methyl-3-nitropyridine

생성물 1

HCID 214641732-Valerylamino-5-bromo-4-methyl-3-nitropyridine수율 81%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
110 °C

실험 절차

A mixture comprising 10 g (43.1 mmol) of 2-amino-5-bromo-4-methyl-3-nitropyridine and 6.8 g of pyridine was heated to 110° C. in a nitrogen atmosphere. 5.7 g (47.4 mmol) of valeroyl chloride was dropwise added thereto and the mixture was stirred at 110° C. for 5 hours. The reaction mixture was brought to room temperature, followed by the addition of methylene chloride (50 ml) and water (50 ml). The organic phase was separated. The aqueous phase was further extracted with methylene chloride (50 ml). The organic phases were combined, dried over anhydrous magnesium sulfate and subjected to vacuum concentration to give a crude crystal. It was recrystallized from ethyl acetate to give 11 g of 2-valerylamino-5-bromo-4-methyl-3-nitropyridine (yield 81%).

후처리

  1. customwas brought to room temperature
  2. customThe organic phase was separated
  3. extractionThe aqueous phase was further extracted with methylene chloride (50 ml)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationsubjected to vacuum concentration
  6. customto give a crude crystal
  7. customIt was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-143a1756ecca4f929c0ae842aaa572e9
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05554757

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