Methanol → 3,4-Dihydro-6-hydroxy-4-oxoquinazoline

HRID 384758

Reaktionsgleichung

Reaktionsgleichung von HRID 384758
[OH:1][C:2]1[CH:10]=[C:6]([C:7](O)=[O:8])[C:5]([NH2:11])=[CH:4][CH:3]=1.C([O-])([O-])OC.C([O-])(=O)C.[NH4+:21].[CH3:22]O>O>[OH:1][C:2]1[CH:10]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]=[CH:22][NH:21][C:7]2=[O:8]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 1645925-Hydroxyanthranilic acidHCID 517165Ammonium AcetateHCID 53629101Methylorthoformate

Produkt 1

HCID 1354895773,4-Dihydro-6-hydroxy-4-oxoquinazolineAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In a 10-mL volume stainless steel pressure-resistant vessel were placed 1.00 g (6.6 mmol) of 5-hydroxyanthranilic acid, 2.80 g (26.4 mmol) of methyl orthoformate, 2.00 g (26.4 mmol) of ammonium acetate, and 4.0 mL of methanol. The reaction was carried out at 120° C. for 3 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and 40 mL of water was added to the reaction mixture. The resulting aqueous mixture was stirred for 15 minutes and filtered to give 0.78 g (isolated yield: 74%) of 6-hydroxyquinazolin-4-one as a pale gray crystalline product.

Aufarbeitung

  1. customIn a 10-mL volume stainless steel pressure-resistant vessel were placed
  2. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-4d4f9badbf8448768272e896d70f5120
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367824B2

Verknüpfte Notizen

Wird geladen…