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

HRID 1681822노트

반응식

HRID 1681822 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-626ca19696b145eab97393b43addbe27
출처 데이터셋
uspto-grants-1992_12
특허 번호
US05175162

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