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

Participants

Reaction Steps

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.

Provenance & Evidence