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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501817Generated: November 1, 2026

Acetic Acid → 6-methylquinazoline-2,4(1H,3H)-dione

https://huagongshe.com/reaction/501817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-5-methylbenzoic acidHCID 76255—
ReactantPotassium cyanateHCID 11378442—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product6-methylquinazoline-2,4(1H,3H)-dioneHCID 33402450.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

2.00 g of 2-amino-5-methylbenzoic acid was suspended in 20 mL of water, to which 1.18 g of potassium cyanate was added and a mixture of 0.23 mL of acetic acid and 1 mL of water were added dropwise, and this suspension was stirred for 1.5 hours at 50° C. Then, after a solution of 1.42 g of sodium hydroxide in 2 mL of water was added drowise, to which 40 mL of water and 20 mL of 1,4-dioxane were added, and this solution was stirred for 3.5 hours while heating it under reflux. The reaction mixture was ice-cooled, from which precipitated solid was filtered, and then 30 mL of water and 3 mL of 6M of hydrochloric acid were added to the resultant solid, which was then stirred for 1.5 hours while heating it under reflux. The reaction mixture was cooled to room temperature, from which resultant precipitate was filtered and washed with water to yield 1.17 g of 6-methyl-2,4-(1H,3H)-quinazolinedione as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772285B2
Source datasetuspto-grants-2010_08
ORD IDord-1fcb6d9500f149cb97e8b4a930ef9b79
Source noteuspto-grants-2010_08