Water → 2-(Dimethylamino)-5-nitrobenzonitrile

HRID 2180104ノート

反応式

HRID 2180104 の反応式
F[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].Cl.[CH3:14][NH:15][CH3:16].C(=O)(O)[O-].[K+].O>CN(C=O)C>[CH3:14][N:15]([CH3:16])[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5]

参加物

6

反応物 4

HCID 962WaterHCID 10473Dimethylamine, hydrochlorideHCID 516893Potassium BicarbonateHCID 5194172-Fluoro-5-nitrobenzonitrile

生成物 1

HCID 31097422-(Dimethylamino)-5-nitrobenzonitrile収率 100%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

1.66 g (10.0 mmol) of 2-fluoro-5-nitrobenzonitrile, 1.22 g (15.1 mmol) of dimethylamine hydrochloride and 3.46 g (25.1 mmol) of potassium bicarbonate is dissolved, under an argon atmosphere, in DMF (30 ml) then the reaction medium is heated at a temperature of 80° C. for 18 hours. The reaction mixture is cooled down to 0° C. and ice-cooled water is added. The reaction mixture is extracted with ethyl acetate and the organic phase is washed successively with 50 ml of water and 50 ml of salt water, dried over magnesium sulphate, filtered and concentrated under vacuum. The evaporation residue is purified by trituration with isopropyl ether and the solid obtained is filtered and rinsed with isopentane in order to obtain after drying 2.0 g of a solid yellow product (yield 100%). Melting point: 109-110.5° C.

後処理

  1. temperatureThe reaction mixture is cooled down to 0° C.
  2. additionis added
  3. extractionThe reaction mixture is extracted with ethyl acetate
  4. washthe organic phase is washed successively with 50 ml of water and 50 ml of salt water
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum
  8. customThe evaporation residue is purified by trituration with isopropyl ether
  9. customthe solid obtained
  10. filtrationis filtered
  11. washrinsed with isopentane in order
  12. customto obtain

出典と根拠

ORDレコード
ord-d3e130d2f47e4f8f923e13ae77e2db7c
出典データセット
uspto-grants-2005_05
特許番号
US06887891B2

反応ノート

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