Sodium Cyanide → 6-Amino-4-methylnicotinonitrile

HRID 1740948

反応式

HRID 1740948 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5](Br)=[CH:4][N:3]=1.[Cu][C:11]#[N:12].[C-]#N.[Na+]>CN(C)C=O.O>[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([C:11]#[N:12])=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 8929Sodium CyanideHCID 8176952-Amino-5-bromo-4-methylpyridineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 99641036-Amino-4-methylnicotinonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-amino-5-bromo-4-methylpyridine (4.0 g, 21.4 mmol) and copper(I) cyanide (2.2 g, 24.6 mmol) in N,N-dimethylformamide (5 mL) was stirred for 4 h at reflux temperature. The hot mixture was poured into a warm solution of sodium cyanide (4.3 g) in water (13 mL). After the mixture was vigorously shaken, the mixture was extracted with ethyl acetate. The organic extract was washed with 10% aqueous sodium cyanide, saturated brine solution and evaporated. The title compound was obtained as a solid after chromatography on silica gel (15% acetone/hexane); yield 1.81 g (64%).

後処理

  1. temperatureat reflux temperature
  2. stirringAfter the mixture was vigorously shaken
  3. extractionthe mixture was extracted with ethyl acetate
  4. extractionThe organic extract
  5. washwas washed with 10% aqueous sodium cyanide, saturated brine solution
  6. customevaporated

出典と根拠

ORDレコード
ord-91262695ff1a4c09be98dce544f04b85
出典データセット
uspto-grants-1999_10
特許番号
US05972975

関連ノート

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