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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631206Generated: October 30, 2026

Acetic Acid → 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one

https://huagongshe.com/reaction/631206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormamideHCID 713—
ReactantWaterHCID 962—
ReactantMethyl 2-amino-5-hydroxy-4-methoxybenzoateHCID 23132492—
Product6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-oneHCID 13544641389%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of methyl 2-amino-5-hydroxy-4-methoxybenzoate (3.1 g, 15.7 mmol) and AcOH (7.1 mL) in formamide (15.5 mL) was heated at 140° C. overnight. To it was added water (20 mL) and filtered to afford 6-hydroxy-7-methoxyquinazoline-4(3H)-one as a solid (2.7 g, 89%). 1H NMR (300 MHz, DMSO-d6) δ 9.82 (s, 1H), 7.9 (s, 1H), 7.4 (s, 1H), 7.1 (s, 1H), 3.9 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09320739B2
Source datasetuspto-grants-2016_04
ORD IDord-216d8694bdf04a5b87ee05f530f602ef
Source noteuspto-grants-2016_04