Water → 2-(1-Benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene

HRID 27182

Reaktionsgleichung

Reaktionsgleichung von HRID 27182
C([C:3]1([C:9]2[N:10]=[CH:11][N:12]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:13]=2[CH3:14])[CH2:7][C:6](=[O:8])[CH2:5][S:4]1)C.O>>[CH2:15]([N:12]1[C:13]([CH3:14])=[C:9]([CH:3]2[CH2:7][C:6](=[O:8])[CH2:5][S:4]2)[N:10]=[CH:11]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Komponenten

3

Edukt 2

HCID 962WaterHCID 86737180Ethyl 2-(1-benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene

Produkt 1

HCID 233436792-(1-Benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene

Versuchsvorschrift

Ethyl 2-(1-benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene-5(and/or 3)-carboxylate (12.6 g., 0.037 mole) is dissolved in 20 ml. of water containing concentrated sulfuric acid (1.11 ml., 0.02 mole) and the solution is refluxed for 31/4 hours. The reaction mixture is diluted with 50 ml. of water and is washed with ether. The aqueous layer is made basic with sodium carbonate and the oil which separates is extracted into chloroform. The extract is washed with water, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The product 2-(1-benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene is isolated a brown gum (7.8 g.).

Aufarbeitung

  1. additionThe reaction mixture is diluted with 50 ml
  2. washof water and is washed with ether
  3. extractionthe oil which separates is extracted into chloroform
  4. washThe extract is washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ea1e65734a0e40e6bc9129376137757b
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220654

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