Ammonia → (+/-)-3-(2-Pyridyl)-4,5-dihydro-1-(3-mercapto-1-oxopropyl)-1H-pyrazole-5-carboxylic acid

HRID 127001Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 127001
N.C([S:5][CH2:6][CH2:7][C:8]([N:10]1[CH:14]([C:15]([OH:17])=[O:16])[CH2:13][C:12]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)=[N:11]1)=[O:9])(=O)C>>[N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:12]1[CH2:13][CH:14]([C:15]([OH:17])=[O:16])[N:10]([C:8](=[O:9])[CH2:7][CH2:6][SH:5])[N:11]=1

Komponenten

3

Edukt 2

HCID 222AmmoniaHCID 20288727(+/-)-1-[3-(Acetylthio)-1-oxopropyl]-3-(2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid

Produkt 1

HCID 20288735(+/-)-3-(2-Pyridyl)-4,5-dihydro-1-(3-mercapto-1-oxopropyl)-1H-pyrazole-5-carboxylic acid

Versuchsvorschrift

Aqueous ammonia (12 ml of 7 N) is stirred at 0°-5° C. under argon and 3.5 g of (±)-1-[3-(acetylthio)-1-oxopropyl]-3-(2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid is added. The resulting solution is stirred for 2 hours under argon and is then extracted with ethyl acetate (discarded). The aqueous layer is acidified with acetic acid and extracted with ethyl acetate (three 50 ml portions). The combined organic layers are washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to yield the title compound.

Aufarbeitung

  1. extractionis then extracted with ethyl acetate (discarded)
  2. extractionextracted with ethyl acetate (three 50 ml portions)
  3. washThe combined organic layers are washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-71cc72670eb44bdeabe440da9b22a19b
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254267

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