Ammonium Acetate → 6,7-Bis(2-methoxyethoxy)quinazolin-4(3H)-one

HRID 384763Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 384763
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([NH2:20])[C:9](=[CH:13][C:14]=1[O:15][CH2:16][CH2:17][O:18][CH3:19])[C:10](O)=[O:11].[CH:21]([O-])([O-])OC.C([O-])(=O)C.[NH4+:30]>CO>[CH3:19][O:18][CH2:17][CH2:16][O:15][C:14]1[CH:13]=[C:9]2[C:8](=[CH:7][C:6]=1[O:5][CH2:4][CH2:3][O:2][CH3:1])[N:20]=[CH:21][NH:30][C:10]2=[O:11]

Komponenten

5

Edukt 3

HCID 517165Ammonium AcetateHCID 230330092-Amino-4,5-bis(2-methoxyethoxy)benzoic acidHCID 53629101Methylorthoformate

Produkt 1

HCID 1354093056,7-Bis(2-methoxyethoxy)quinazolin-4(3H)-oneAusbeute 103,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In a 10-mL volume stainless steel pressure-resistant vessel were placed 1.00 g (2.8 mmol) of 4,5-bis(2-methoxyethoxy)anthranilic acid, 0.93 g (8.8 mmol) of methyl orthoformate, 0.67 g (8.8 mmol) of ammonium acetate, and 5.0 mL of methanol. The reaction was carried out at 95° C. for 8 hours. After the reaction was complete, the reaction mixture was cooled to room temperature and concentrated under reduced pressure. Then, the concentrate was recrystallized from 20 mL of methanol. The crystalline product was collected by filtration and dried under reduced pressure to give 0.85 g (isolated yield: 83%) of 6,7-bis(2-methoxyethoxy)quinazolin-4-one as a white crystalline product.

Aufarbeitung

  1. customIn a 10-mL volume stainless steel pressure-resistant vessel were placed
  2. concentrationconcentrated under reduced pressure
  3. customThen, the concentrate was recrystallized from 20 mL of methanol
  4. filtrationThe crystalline product was collected by filtration
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-79064fdb8a874f8f926860e49a31b8e8
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367824B2

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