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Dimethylformamide → HCID 89854217、化合物

HRID 931127
ノート
印刷プレビュー

反応式

HRID 931127 の反応式
Br[C:2]1[CH:3]=[C:4]([S:8]([NH:11][CH3:12])(=[O:10])=[O:9])[CH:5]=[N:6][CH:7]=1.[CH3:13][N:14](C)C=O>[C-]#N.[Zn+2].[C-]#N>[C:13]([C:2]1[CH:3]=[C:4]([S:8]([NH:11][CH3:12])(=[O:10])=[O:9])[CH:5]=[N:6][CH:7]=1)#[N:14]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6228DimethylformamideHCID 467389795-Bromo-N-methylpyridine-3-sulfonamide

生成物 1

HCID 89854217HCID 89854217、化合物

試薬・触媒・溶媒 1

HCID 11186Zinc cyanide (Zn(CN)2)触媒

反応条件

温度
100 °C

実験手順

To a solution of 5-bromo-N-methylpyridine-3-sulfonamide (0.1 g, 0.39 mmol) in N,N-dimethylformamide was added zinc cyanide (0.056 g, 0.47 mmol). The solution was degassed with nitrogen for 10 min, then tetrakis(triphenylphosphine)palladium(0) (30 mg) was added. The reaction mixture was heated to 100° C. for 2 h. The mixture was then diluted with water and extracted with ethyl acetate. The organic layer was dried, filtered, and concentrated under reduced pressure. The crude compound was purified by rinsing with diethyl ether to afford 5-cyano-N-methylpyridine-3-sulfonamide (60 mg) which was used without further purification.

後処理

  1. customThe solution was degassed with nitrogen for 10 min
  2. additiontetrakis(triphenylphosphine)palladium(0) (30 mg) was added
  3. additionThe mixture was then diluted with water
  4. extractionextracted with ethyl acetate
  5. customThe organic layer was dried
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe crude compound was purified
  9. washby rinsing with diethyl ether

出典と根拠

ORDレコード
ord-9f254e608b4342e2ab6a2f1954aaf2cc
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09296745B2

反応ノート

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