Ammonium Acetate → 4-Oxo-3,4-dihydroquinazoline-8-carboxylic acid

HRID 1842857Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1842857
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([C:12]([OH:14])=[O:13])[C:6]=2[N:5]=[CH:4]O1.C([O-])(=O)C.[NH4+:19]>[NH4+].[OH-].CO>[O:1]=[C:2]1[C:7]2[C:6](=[C:11]([C:12]([OH:14])=[O:13])[CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][NH:19]1

Komponenten

5

Edukt 2

HCID 517165Ammonium AcetateHCID 676086644-oxo-4H-3,1-benzoxazine-8-carboxylic acid

Produkt 1

HCID 1357422154-Oxo-3,4-dihydroquinazoline-8-carboxylic acidAusbeute 17.529,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14923Ammonium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

4-oxo-4H-3,1-benzoxazine-8-carboxylic acid derivative (51.5 g; 251.26 mmol) was dissolved in NH4OH (360.0 ml; 6.98 V; 28% solution). Ammonium acetate (77.5 g; 1.005 mmol) was added, and the reaction mixture was heated at 80° C. for 2 h. The reaction mixture was cooled to room temperature and diluted with MeOH (40 mL) then heated for 72 h at 80° C. in a pressure bottle. The reaction mixture was concentrated on the rotary evaporator then cooled on ice and filtered. The solid was dried under vacuum to provide the desired product (33.5 g, 65% yield).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. temperaturethen heated for 72 h at 80° C. in a pressure bottle
  3. concentrationThe reaction mixture was concentrated on the rotary evaporator
  4. temperaturethen cooled on ice
  5. filtrationfiltered
  6. customThe solid was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-297a8036aeba4de4a5771dbdef9ed81d
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946247B2

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