Methanol → 4-oxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-5-acetonitrile

HRID 1681822ノート

反応式

HRID 1681822 の反応式
[C-:1]#[N:2].[K+].CO.Cl.CN([CH2:10][CH:11]1[CH2:16][S:15][C:14]2[S:17][CH:18]=[CH:19][C:13]=2[C:12]1=[O:20])C>O>[O:20]=[C:12]1[CH:11]([CH2:10][C:1]#[N:2])[CH2:16][S:15][C:14]2[S:17][CH:18]=[CH:19][C:13]1=2

参加物

5

反応物 3

HCID 887MethanolHCID 9032Potassium CyanideHCID 126753075-dimethylaminomethyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one hydrochloride

生成物 1

HCID 152250344-oxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-5-acetonitrile収率 86.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 25.3 g of potassium cyanide in 100 ml of water is added 400 ml of methanol and to the solution is added 41 g of 5-dimethylaminomethyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one hydrochloride with stirring. The mixture is stirred for 3 hours at 45°-50° C. and then concentrated under reduced pressure. To the residue is added water and the mixture is extracted with chloroform. The extract is washed with water, dried over magnesium sulfate and the chloroform is distilled off. The residue is subjected to chromatography on silica gel and eluted with chloroform to give 28 g of 4-oxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-5-acetonitrile as pale brown oil.

後処理

  1. stirringThe mixture is stirred for 3 hours at 45°-50° C.
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue is added water
  4. extractionthe mixture is extracted with chloroform
  5. washThe extract is washed with water
  6. dry with materialdried over magnesium sulfate
  7. distillationthe chloroform is distilled off
  8. washeluted with chloroform

出典と根拠

ORDレコード
ord-626ca19696b145eab97393b43addbe27
出典データセット
uspto-grants-1992_12
特許番号
US05175162

反応ノート

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