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

HRID 968562

反応式

HRID 968562 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-794d4594877541a581123f5d48253418
出典データセット
uspto-grants-2007_12
特許番号
US07304059B2

関連ノート

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