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

Temperature

50 °C

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.

1. additionwas added
2. additionwere added dropwise
3. additionwere added
4. stirringthis solution was stirred for 3.5 hours
5. temperaturewhile heating it
6. temperatureunder reflux
7. temperaturecooled, from which
8. customprecipitated solid
9. filtrationwas filtered
10. addition30 mL of water and 3 mL of 6M of hydrochloric acid were added to the resultant solid, which
11. stirringwas then stirred for 1.5 hours
12. temperaturewhile heating it
13. temperatureunder reflux
14. temperatureThe reaction mixture was cooled to room temperature, from which resultant precipitate
15. filtrationwas filtered
16. washwashed with water

ORD record

ord-1fcb6d9500f149cb97e8b4a930ef9b79

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07772285B2