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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893876Generated: October 31, 2026

Sodium Hydroxide → 6,7-Dimethoxy-3H-quinazolin-4-one

https://huagongshe.com/reaction/1893876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4,5-Dimethoxyanthranilic acidHCID 79736—
ReactantFormamidine acetateHCID 160693—
Product6,7-Dimethoxy-3H-quinazolin-4-oneHCID 13549501676%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-amino-4,5-dimethoxybenzoic acid (1.0 g, 5.08 mmol) and formamidine acetate (4.50 g, 43.3 mmol) was disposed in a 50 mL ball. The solid mixture was heated at 140° C. in a silicone bath for eight hours. During heating, the fusion of solids happened, and then the resolidification of the reaction environment. The mixture was left cooling, and then a NaOH solution was added to it (0.33 mol.L−1) until pH was adjusted to 8. The grayish pink solid was collected through filtering in a Büchner funnel, washed with water (3×10 mL), and dried in vacuum to provide the desired compound (0.79 g, 3.83 mmol, 76%), which was used without purification in the next stage: m.p. 296-298° C. (Lit. (Bridges et al., J. Med. Chem. 1996, 39, 267), m.p. 295-298° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513267B2
Source datasetuspto-grants-2013_08
ORD IDord-440cde4d6758469eb5561cc6ab933055
Source noteuspto-grants-2013_08