Methanol → 6-Iodoquinazolin-4-one

HRID 384754

Reaktionsgleichung

Reaktionsgleichung von HRID 384754
[I: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>[I: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 72911Benzoic acid, 2-amino-5-iodo-HCID 517165Ammonium AcetateHCID 53629101Methylorthoformate

Produkt 1

HCID 1354016666-Iodoquinazolin-4-oneAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In a 10-mL volume stainless steel pressure-resistant vessel were placed 1.0 g (3.8 mmol) of 5-iodoanthranilic acid, 0.81 g (7.6 mmol) of methyl orthoformate, 0.59 g (7.6 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 0.97 g (isolated yield: 93%) of 6-iodoquinazolin-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-e0cee7944b3d4854b339820c84655ba9
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367824B2

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