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

HRID 53443

反応式

HRID 53443 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 214641732-Valerylamino-5-bromo-4-methyl-3-nitropyridine収率 81%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-1da1f522f51f4cdfa04c306c6fee3dc0
出典データセット
uspto-grants-1997_04
特許番号
US05618969

関連ノート

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