Sodium Cyanide → 6-Amino-4-methylnicotinonitrile

HRID 1740948

반응식

HRID 1740948 반응식
[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

참가 물질

6

반응물 3

HCID 8929Sodium CyanideHCID 8176952-Amino-5-bromo-4-methylpyridineHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 99641036-Amino-4-methylnicotinonitrile

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-91262695ff1a4c09be98dce544f04b85
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05972975

연결된 노트

불러오는 중…