Potassium Carbonate → 2-Amino-5-bromo-6-(2-furyl)nicotinonitrile

HRID 353216ノート

反応式

HRID 353216 の反応式
[Br:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[N:17]=[C:16]([C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)[CH:15]=[CH:14][C:11]=1[C:12]#[N:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[NH2:9][C:10]1[N:17]=[C:16]([C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)[C:15]([Br:1])=[CH:14][C:11]=1[C:12]#[N:13]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 67184N-bromobutanimideHCID 103523832-Amino-6-(2-furyl)nicotinonitrile

生成物 1

HCID 129921342-Amino-5-bromo-6-(2-furyl)nicotinonitrile収率 58.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

N-Bromosuccinimide (3.5 g, 19.7 mmol) was added to a solution (60 ml) of 2-amino-6-(2-furyl)nicotinonitrile (4.0 g, 21.6 mmol) in N,N-dimethylformamide in a nitrogen atmosphere at 1 to 2° C., followed by stirring as it was. After 30 minutes, the reaction solution was diluted with ethyl acetate and an aqueous saturated solution of potassium carbonate. The organic layer was washed with an aqueous saturated solution of potassium carbonate and an aqueous saturated solution of ammonium chloride, then dried over anhydrous sodium sulfate and concentrated. Methanol was added to the residue, and the resulting solid was collected by filtration and washed with methanol, to give the title compound (3.02 g, 53%) as a brown solid.

後処理

  1. washThe organic layer was washed with an aqueous saturated solution of potassium carbonate
  2. dry with materialan aqueous saturated solution of ammonium chloride, then dried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. additionMethanol was added to the residue
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with methanol

出典と根拠

ORDレコード
ord-3a3728fee44d4a19b314b644e028e5a1
出典データセット
uspto-grants-2004_06
特許番号
US06750232B2

反応ノート

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