Dimethylacetamide → 5-Bromo-3-nitropyridine-2-carbonitrile

HRID 968562

반응식

HRID 968562 반응식
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([Br:11])=[CH:4][N:3]=1.[CH3:12][N:13](C)C(=O)C>O>[Br:11][C:5]1[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]([C:12]#[N:13])=[N:3][CH:4]=1

참가 물질

4

반응물 2

HCID 31374DimethylacetamideHCID 2984702,5-Dibromo-3-nitropyridine

생성물 1

HCID 27696985-Bromo-3-nitropyridine-2-carbonitrile

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Heat a solution of 2,5-dibromo-3-nitropyridine (1.77 g, 6.3 mmol; Malinowski (1988) Bull. Soc. Chim. Belg. 97:51; see also U.S. Pat. No. 5,801,183) and cuprous cyanide (0.60 g, 6.69 mmol) in N,N-dimethylacetamide (25 mL) at 100° C. for 72 hours. After cooling, dilute the mixture with water (25 mL) and extract twice with EtOAc (25 mL each), then wash twice with water (25 mL each). The combined EtOAc extracts are dried (Na2SO4), evaporated, and purified by flash chromatography (50% EtOAc-hexane) to obtain 5-bromo-3-nitropyridine-2-carbonitrile as a pale solid.

후처리

  1. temperatureAfter cooling
  2. extractionextract twice with EtOAc (25 mL each)
  3. washwash twice with water (25 mL each)
  4. dry with materialThe combined EtOAc extracts are dried (Na2SO4)
  5. customevaporated
  6. custompurified by flash chromatography (50% EtOAc-hexane)

출처 및 근거

ORD 기록
ord-794d4594877541a581123f5d48253418
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304059B2

연결된 노트

불러오는 중…