Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2062198Generated: November 3, 2026

Sodium Hydroxide → 7-Methylquinazoline-2,4(1H,3H)-dione

https://huagongshe.com/reaction/2062198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-Methylanthranilic acidHCID 75316—
ReactantPotassium cyanateHCID 11378442—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product7-Methylquinazoline-2,4(1H,3H)-dioneHCID 1485998983%

Reaction Steps

To a suspension of 2-amino-4-methylbenzoic acid (58.9 g, 390 mmol) in water (1.5 L) and glacial acetic acid (50 ml) was added dropwise a solution of potassium cyanate (80.5 g, 993 mmol) in water (300 ml). After completion of the addition and stirring at room temperature for half an hour, sodium hydroxide pellets (500 g) were added at such a rate that the temperature was kept below 50° C. (with ice cooling). During the addition the mixture became a clear solution for a short period, and upon continuation of the sodium hydroxide addition a cream precipitate started forming. The suspension was cooled to 0-5° C. and the precipitate was collected by filtration and washed twice with water (150 ml). The solid was poured in water (1 L) and was acidified with concentrated aqueous HCl (30%, 150 ml). The solid was collected by filtration and washed with water (150 ml) to yield 7-methylquinazoline-2,4(1H,3H)-dione (57.0 g, 83%) after drying at 45° C. under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283354B2
Source datasetuspto-grants-2012_10
ORD IDord-c486936cd95a47f8b474e0b73f6860a1
Source noteuspto-grants-2012_10