3-[[4-(4-Nitrophenyl)-1-piperazinyl]methyl]benzonitrile → 4-[4-(3-Cyano-benzyl)-piperazin-1-yl]-phenylamine

HRID 1267112ノート

反応式

HRID 1267112 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][CH:24]=1)[CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)[CH2:9][CH2:8]1)#[N:2]>CCO.C1COCC1>[C:1]([C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][CH:24]=1)[CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)[CH2:9][CH2:8]1)#[N:2]

参加物

4

反応物 1

HCID 85908193-[[4-(4-Nitrophenyl)-1-piperazinyl]methyl]benzonitrile

生成物 1

HCID 111854474-[4-(3-Cyano-benzyl)-piperazin-1-yl]-phenylamine収率 85.9%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
55 °C

実験手順

To a stirred solution of 1-(3-cyano-benzyl)-4-(4-nitro-phenyl)-piperazine (52 g) in EtOH (1.2 L) and THF (300 mL) was added portionwise SnC2.2H2O (145.6 g) at room temperature and the mixture was heated at 55° C. for 16 hours. After evaporation of the solvents, the residue was taken in water, basified with NaOH at pH 14 and extracted with CH2Cl2. The organic layer was then washed with water, dried over Na2SO4, and evaporated. The residue was cristallized from disopropyl ether to give the title compound (40.5 g) as pale yellow crystals.

後処理

  1. customAfter evaporation of the solvents
  2. extractionextracted with CH2Cl2
  3. washThe organic layer was then washed with water
  4. dry with materialdried over Na2SO4
  5. customevaporated

出典と根拠

ORDレコード
ord-ac384ac2747045f3a8ff3879b7ffcecf
出典データセット
uspto-grants-2003_04
特許番号
US06552022B1

反応ノート

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