Ethyl Acetate → (3-Methyl-4-nitro-1H-pyrazol-1-YL)acetonitrile

HRID 577743ノート

反応式

HRID 577743 の反応式
[CH3:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][NH:4][N:3]=1.Br[CH2:11][C:12]#[N:13].C([O-])([O-])=O.[K+].[K+].CCOC(C)=O>CN(C=O)C>[CH3:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]([CH2:11][C:12]#[N:13])[N:3]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 178434564HCID 178434564、化合物

生成物 1

HCID 19620685(3-Methyl-4-nitro-1H-pyrazol-1-YL)acetonitrile収率 38.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 3-methyl-4-nitro-1H-pyrazole (7 g, 0.055 mol), bromoacetonitrile (13.2 g, 0.11 mol) and K2CO3 (23 g, 0.165 mol) in DMF (120 mL) was stirred at 80° C. for 2 hrs. TLC (petroleum ether:EtOAc=2:1) showed the reaction was complete. The mixture was filtered, concentrated and the residue purified by flash chromatography (petroleum ether:EtOAc=4:1) to give the title compound (3.5 g, 38% yield) as light yellow oil.

後処理

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customthe residue purified by flash chromatography (petroleum ether:EtOAc=4:1)

出典と根拠

ORDレコード
ord-9963224fe4c54c54980093792cbabddb
出典データセット
uspto-grants-2015_05
特許番号
US09040547B2

反応ノート

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