Acetohydrazide → 6'-(2-Hydroxypropyl)-4'-methoxy-4-nitrobenzophenone acetylhydrazone

HRID 2179888

Reaktionsgleichung

Reaktionsgleichung von HRID 2179888
O[C:2]1([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[CH2:5][CH:4]([CH3:14])[O:3]1.[C:24]([NH:27][NH2:28])(=[O:26])[CH3:25]>C(O)C.Cl>[C:24]([NH:27][N:28]=[C:2]([C:11]1[C:6]([CH2:5][CH:4]([OH:3])[CH3:14])=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=1)[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)(=[O:26])[CH3:25]

Komponenten

5

Edukt 2

HCID 14039AcetohydrazideHCID 224889711-Hydroxy-3-methyl-1-(4-nitrophenyl)-6-methoxyisochroman

Produkt 1

HCID 865844706'-(2-Hydroxypropyl)-4'-methoxy-4-nitrobenzophenone acetylhydrazoneAusbeute 66,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4 (1.6 g) in 25 ml of ethanol was added acetic hydrazide (0.4 g) and 2 drops of concentrated HCl. The resulting solution was heated to reflux for 3 hours. The solvent was removed under reduced pressure. The residue was treated with NaHCO3, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried over Na2SO4. Removal of the solvent gave the desired product (1.25 g).

Aufarbeitung

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux for 3 hours
  3. customThe solvent was removed under reduced pressure
  4. additionThe residue was treated with NaHCO3
  5. extractionextracted with ethyl acetate
  6. washThe combined organic phase was washed with brine
  7. dry with materialdried over Na2SO4
  8. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-a9a61f4ca8f04b30a8369b6436cc3cd4
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06887867B2

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