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Acetic Acid → 6,7-Dihydro-6-p-methoxybenzylthiO-5H-pyrrolo[2,1-c]-1,2,4-triazole

HRID 1089982
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1089982
C(O[C:4]1[CH2:8][CH:7]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[CH2:6][N:5]=1)C.[CH:19]([NH:21][NH2:22])=O.C(O)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.C(OCC)(=O)C>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11]([CH2:10][S:9][CH:7]2[CH2:6][N:5]3[C:4](=[N:22][N:21]=[CH:19]3)[CH2:8]2)=[CH:16][CH:15]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 12229Hydrazinecarboxaldehyde2×HCID 104680652-Ethoxy-4-p-methoxybenzylthio-1-pyroline

Produkt 1

HCID 199785606,7-Dihydro-6-p-methoxybenzylthiO-5H-pyrrolo[2,1-c]-1,2,4-triazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702
Ethanol
Lösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 2-ethoxy-4-p-methoxybenzylthio-1-pyrroline (1.06 g) in ethanol (50 ml) there was added 0.36 g of formylhydrazine and heated to 80° C. under argon atmosphere while stirring. After 1.5 hours, 0.24 g of formylhydrazine was further added and stirred under heating for 30 minutes at the same temperature. Then, 0.6 g of acetic acid was added, stirred for 30 minutes at that temperature and then cooled to room temperature. To the cooled product were added ethyl acetate and 5% aqueous solution of sodium carbonate to distribute the product between these two liquids. The resulting organic phase was washed with saturated NaCl aqueous solution, dried over Na2SO4 and distilled off the solvent under reduced pressure to obtain the objective product.

Aufarbeitung

  1. stirringstirred
  2. temperatureunder heating for 30 minutes at the same temperature
  3. stirringstirred for 30 minutes at that temperature
  4. temperaturecooled to room temperature
  5. washThe resulting organic phase was washed with saturated NaCl aqueous solution
  6. dry with materialdried over Na2SO4
  7. distillationdistilled off the solvent under reduced pressure
  8. customto obtain the objective product

Quellen und Nachweise

ORD-Eintrag
ord-ac2b014234cc4c20a581363d77397680
Quelldatensatz
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05079357

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