Acetamide → N-Acetyl-5-nitropyridine-3-carboxamide

HRID 972756ノート

反応式

HRID 972756 の反応式
[C:1]([NH2:4])(=[O:3])[CH3:2].[H-].[Na+].[N+:7]([C:10]1[CH:11]=[N:12][CH:13]=[C:14]([CH:18]=1)[C:15](Cl)=[O:16])([O-:9])=[O:8]>CN(C)C=O>[C:1]([NH:4][C:15](=[O:16])[C:14]1[CH:18]=[C:10]([N+:7]([O-:9])=[O:8])[CH:11]=[N:12][CH:13]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 178AcetamideHCID 24758Sodium hydrideHCID 214053565-Nitro-3-pyridinecarbonyl chloride

生成物 1

HCID 21405283N-Acetyl-5-nitropyridine-3-carboxamide収率 6.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 10 ml of dimethylformamide was dissolved 0.29 g of acetamide, and to this solution was added 0.24 g of NaH (mineral oil 50%). The mixture was then stirred at room temperature for 2 hours. To the mixture was added 0.93 g of 5-nitronicotinic acid chloride, and this was stirred overnight at room temperature. The solvent was evaporated under reduced pressure. The obtained residue was, after addition of water, extracted with ethyl acetate. The extract was dried over sodium sulfate and evaporated to remove the solvent. The obtained product was purified on a silica gel column and recrystallized from ethyl acetate - petroleum ether to give 0.07 g of the desired compound melting at 162° - 163° C.

後処理

  1. stirringthis was stirred overnight at room temperature
  2. customThe solvent was evaporated under reduced pressure
  3. additionafter addition of water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extract was dried over sodium sulfate
  6. customevaporated
  7. customto remove the solvent
  8. customThe obtained product was purified on a silica gel column
  9. customrecrystallized from ethyl acetate - petroleum ether

出典と根拠

ORDレコード
ord-ae0de909014c4e499ac07a9b8371cecf
出典データセット
uspto-grants-1977_10
特許番号
US04053608

反応ノート

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