Water → 7-Phenyl-1,2-diazapin-3-one

HRID 1290679

Reaktionsgleichung

Reaktionsgleichung von HRID 1290679
[C:1]([CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:16][NH2:17]>C1(C)C=CC=CC=1.CCOCC>[C:2]1([C:1]2[N:17]=[N:16][C:12](=[O:14])[CH:11]=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 9321HydrazineHCID 73914delta-Oxobenzenepentanoic acid

Produkt 1

HCID 856459747-Phenyl-1,2-diazapin-3-oneAusbeute 39 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittel2×HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a mixture of 10 g (0.052 mole) of 4-benzoylbutyric acid in 300 ml of toluene, hydrazine was added in one portion and the reaction was heated to reflux until all water had ceased to azeotrope. The reaction mixture was cooled and the toluene was stripped off in vacuo. The residue was dissolved in 200 ml Et2O and washed with H2O (100 ml) and brine (100 ml). The ether extract was dried over anhydrous MgSO4, filtered and stripped to yield an orange semisolid which was triturated with ether to yield 3.8 g (39%) of the desired product as a yellow solid.

Aufarbeitung

  1. additionwas added in one portion
  2. temperaturethe reaction was heated
  3. temperatureThe reaction mixture was cooled
  4. washwashed with H2O (100 ml) and brine (100 ml)
  5. extractionThe ether extract
  6. dry with materialwas dried over anhydrous MgSO4
  7. filtrationfiltered
  8. customto yield an orange semisolid which
  9. customwas triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-efff5fd9938141e5be60b03db6a232bc
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753642

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