Hexamethylphosphoramide → N-methyl-4-cyano-3-nitrobenzamide

HRID 1844788

反応式

HRID 1844788 の反応式
[CH3:1][NH:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7](I)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1.[CH3:15][N:16](C)P(=O)(N(C)C)N(C)C>>[CH3:1][NH:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([C:15]#[N:16])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1

参加物

3

反応物 2

HCID 12679HexamethylphosphoramideHCID 207555454-iodo-N-methyl-3-nitrobenzamide

生成物 1

HCID 57331535N-methyl-4-cyano-3-nitrobenzamide収率 55.2%

反応条件

温度
100 °C

実験手順

2 g (6.53 mmol) N-methyl-4-iodo-3-nitrobenzamide (Compound VII-1), 0.09 g (10.0 mmol) cuprous cyanide and 10 ml hexamethylphosphoric triamide were added into a reaction flask. The mixture was heated to 100° C. and reacted for 40 minutes, and after completing the reaction, the mixture was cooled to room temperature, and then extracted with ethyl acetate. The organic layer was washed with water for three times, dried over anhydrous sodium sulfate, decolorized with activated charcoal, filtered, and the filtrate was concentrated to dryness, recrystallized from ethyl acetate to obtain 0.74 g N-methyl-4-cyano-3-nitrobenzamide (Compound I-27), yield 55.2%.

後処理

  1. customreacted for 40 minutes
  2. customthe reaction
  3. temperaturethe mixture was cooled to room temperature
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water for three times
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationthe filtrate was concentrated to dryness
  9. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-2883e507c52c425595d2a93084f6f789
出典データセット
uspto-grants-2015_02
特許番号
US08946478B2

関連ノート

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