Furfural → N'-(2-furylmethylene)salicylohydrazide

HRID 844393

Reaktionsgleichung

Reaktionsgleichung von HRID 844393
[C:1]([NH:10][NH2:11])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH:12](=O)[C:13]1[O:17][CH:16]=[CH:15][CH:14]=1>CO>[O:17]1[CH:16]=[CH:15][CH:14]=[C:13]1[CH:12]=[N:11][NH:10][C:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4]

Komponenten

4

Edukt 2

HCID 7362FurfuralHCID 13637Salicylic acid, hydrazide

Produkt 1

HCID 315773N'-(2-furylmethylene)salicylohydrazideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A four neck flask (2 liters) equipped with a thermometer, a reflux condenser and a stirrer was charged with 76.1 g (0.5 mol) of salicylohydrazide and 1 liter of methanol, and 57.6 g (0.6 mol) of furfural was dropwise added thereto in 30 minutes while stirring at room temperature. After heating under reflux for 2 hours, the reaction liquid was cooled down to 20° C. or lower, and crystal was filtered off. The crystal was washed with a small amount of methanol and then dried under reduced pressure, whereby the intended compound (slightly yellow crystal) was obtained. The amount yielded in this reaction was 108.1 g (0.47 mol), and the yield was 93%.

Aufarbeitung

  1. customA four neck flask (2 liters) equipped with a thermometer, a reflux condenser and a stirrer
  2. additionwas dropwise added
  3. temperatureAfter heating
  4. temperatureunder reflux for 2 hours
  5. customthe reaction liquid
  6. temperaturewas cooled down to 20° C.
  7. filtrationlower, and crystal was filtered off
  8. washThe crystal was washed with a small amount of methanol
  9. customdried under reduced pressure, whereby the intended compound (slightly yellow crystal)
  10. customwas obtained
  11. customThe amount yielded in this reaction

Quellen und Nachweise

ORD-Eintrag
ord-404909000ab346738d2ac9ebd04c0e50
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380288B1

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