Water → HCID 86754950, compound

Temperature

0 °C

0.4 g (3.5 mmol) of potassium tert-butoxide is added to a solution of 4-methyl-1-phenylamino-2-methylthio-4-phenyl-2-imidazolin-5-one (Compound 9) (1 g, 3.2 mmol) in anhydrous tetrahydrofuran (30 ml), cooled beforehand to 0° C. The mixture is left to react for 0.5 hour at 0° C. 0.5 g (3.5 mnol) of methyl iodide is then added and then the mixture is left to react for 0.5 hour at room temperature. The reaction mixture is poured into 100 ml of water and the product is extracted with 100 ml of diethyl ether. The ethereal solution is dried over magnesium sulfate and then concentrated. The product crystallizes when triturated in 10 ml of diisopropyl ether. It is filtered and then dried under vacuum. 0.73 g (yield: 70%) of Compound 22 is thus obtained in the form of a pale-yellow powder melting at 124° C.

1. waitThe mixture is left
2. customto react for 0.5 hour at 0° C
3. waitthe mixture is left
4. customto react for 0.5 hour at room temperature
5. extractionthe product is extracted with 100 ml of diethyl ether
6. dry with materialThe ethereal solution is dried over magnesium sulfate
7. concentrationconcentrated
8. customThe product crystallizes when
9. customtriturated in 10 ml of diisopropyl ether
10. filtrationIt is filtered
11. customdried under vacuum

ORD record

ord-d1fc7466b7db4a60a2d868bea8cab529

Source dataset

uspto-grants-1999_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06002016