Hydrochloric Acid → 4-allyl-5-(3-pyridyl)-1,2,4-triazol-3(2H,4H)-one

HRID 1952758

Reaktionsgleichung

Reaktionsgleichung von HRID 1952758
[OH-].[Na+].[CH2:3]([NH:6][C:7](=[O:18])[NH:8][NH:9][C:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][CH:12]=1)[CH:4]=[CH2:5].Cl>O>[CH2:3]([N:6]1[C:10]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[N:9][NH:8][C:7]1=[O:18])[CH:4]=[CH2:5]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 233000284-Allyl-1-nicotinoylsemicarbazide

Produkt 1

HCID 233000014-allyl-5-(3-pyridyl)-1,2,4-triazol-3(2H,4H)-oneAusbeute 88,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
92.5 °C

Versuchsvorschrift

1M Aqueous sodium hydroxide solution (175 ml) was added over 10 minutes to a stirred suspension of 4-allyl-1-nicotinoylsemicarbazide (17.2 g) in water (100 ml), then the stirred mixture was heated at 90-95° C. for 17 hours, cooled to ambient temperature, and acidified to pH 5 by the addition of 5M hydrochloric acid. The mixture was concentrated in vacuo, and the resulting solid was collected by filtration and dried in vacuo at ambient temperature to give 4-allyl-5-(3-pyridyl)-1,2,4-triazol-3(2H,4H)-one as an off-white solid (14 g), m.p. 120-125° C.

Aufarbeitung

  1. temperaturecooled to ambient temperature
  2. concentrationThe mixture was concentrated in vacuo
  3. filtrationthe resulting solid was collected by filtration
  4. customdried in vacuo at ambient temperature

Quellen und Nachweise

ORD-Eintrag
ord-d7907c5139794e55b7b25a26dd08c8f4
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06114334

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