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

HRID 1728921ノート

反応式

HRID 1728921 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-c3a7215459c6468fa80c4fe1aeae4247
出典データセット
uspto-grants-1994_07
特許番号
US05329016

反応ノート

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