Piperidine → 6,7-Difluoroquinazolin-4(3H)-one

HRID 564814

Reaktionsgleichung

Reaktionsgleichung von HRID 564814
[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4](O)=[O:5].[NH:13]1CCCC[CH2:14]1.N1C=NC=NC=1>C(O)C>[F:12][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][C:9]=1[F:11])[N:1]=[CH:14][NH:13][C:4]2=[O:5]

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 92621,3,5-TriazineHCID 7359652-Amino-4,5-difluorobenzoic acid

Produkt 1

HCID 1354713086,7-Difluoroquinazolin-4(3H)-oneAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4.81 g (27.8 mmol) of commercially available 2-amino-4, 5-difluorobenzoic acid in 20 ml of ethanol were added 1.92 ml (19.4 mmol) of piperidine and 2.25 g (27.8 mmol) of 1,3,5-triazine, followed by heating under reflux in an atmosphere of argon for 6.5 hours. After the reaction mixture was allowed to cool to room temperature, the solvent was evaporated. To the residue was added water, and the resulting mixture was neutralized with 4 N hydrochloric acid. The precipitated crystals were collected by filtration, washed with water, and dried to give 4.37 g (86%) of 6,7-difluoro-4(3 H)-quinazolone.

Aufarbeitung

  1. temperatureby heating
  2. temperatureunder reflux in an atmosphere of argon for 6.5 hours
  3. customthe solvent was evaporated
  4. additionTo the residue was added water
  5. filtrationThe precipitated crystals were collected by filtration
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-949f5df8439b4dd39dc8a9bd06595067
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06169088A

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