Ethanol → 5-Nitro-2-(2-hydroxyethylpiperazin-1-yl)benzonitrile

HRID 1744499

反応式

HRID 1744499 の反応式
Cl[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].[N:13]1(C(O)C)[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[CH2:22]([OH:24])[CH3:23]>>[N+:10]([C:7]1[CH:8]=[CH:9][C:2]([N:13]2[CH2:14][CH2:15][NH:16][CH2:17][CH:18]2[CH2:23][CH2:22][OH:24])=[C:3]([CH:6]=1)[C:4]#[N:5])([O-:12])=[O:11]

参加物

4

反応物 3

HCID 702EthanolHCID 855042-Chloro-5-nitrobenzonitrileHCID 177695631-(Piperazin-1-yl)ethan-1-ol

生成物 1

HCID 222281915-Nitro-2-(2-hydroxyethylpiperazin-1-yl)benzonitrile

実験手順

2-Chloro-5-nitrobenzonitrile (15 g) and piperazinoethanol (16 g) were added to ethanol (100 ml) and the mixture was stirred at a refluxing temperature for 1 h. The solvent was evaporated under reduced pressure. To the residue was added aqueous sodium hydroxide solution and the mixture was extracted with chloroform. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, after which the solvent was evaporated under reduced pressure. To the residue diisopropyl ether was added to allow crystallization. The crystals were recrystallized from hydrous ethanol to give 5-nitro-2-(2-hydroxyethylpiperazin-1-yl)benzonitrile (18.7 g), melting point 100–102° C.

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. additionTo the residue was added aqueous sodium hydroxide solution
  3. extractionthe mixture was extracted with chloroform
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customafter which the solvent was evaporated under reduced pressure
  7. additionTo the residue diisopropyl ether was added
  8. customcrystallization
  9. customThe crystals were recrystallized from hydrous ethanol

出典と根拠

ORDレコード
ord-e9fb11f7b6aa4ae392142ff81f74b351
出典データセット
uspto-grants-2006_03
特許番号
US07015218B1

関連ノート

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