Methyl iodide → N-Methylsalicylamide

Temperatur

80 °C

Carsalam (30.00 g, 0.1840 mol), iodomethane (10.23 ml, 0.1643 mol), sodium carbonate (19.51 g, 0.1840 mol) and dimethylformamide (150 ml) were placed in a 500 ml round bottom flask. The reaction mixture was heated overnight at 80° C. After cooling to room temperature, the reaction mixture was filtered and a white solid collected. This was washed with water and the remaining solid placed into a 250 ml round bottom flask. Water was added to the filtrate from the initial filtration and more, white solid precipitated. This material was combined with the solid already in the 250 ml flask and 2N aqueous sodium hydroxide (150 ml) was added. The mixture was heated for one hour before heating was discontinued and the reaction mixture was allowed to cool overnight. Overnight, a white solid precipitated and was isolated by filtration and allowed to dry in vacuo. 21.52 g of N-methylsalicylamide was isolated.

1. temperatureAfter cooling to room temperature
2. filtrationthe reaction mixture was filtered
3. customa white solid collected
4. washThis was washed with water
5. customthe remaining solid placed into a 250 ml round bottom flask
6. additionWater was added to the filtrate from the initial
7. filtrationfiltration
8. custommore, white solid precipitated
9. additionwas added
10. temperatureThe mixture was heated for one hour
11. temperaturebefore heating
12. temperatureto cool overnight
13. customOvernight, a white solid precipitated
14. customwas isolated by filtration
15. customto dry in vacuo

ORD-Eintrag

ord-7816bf0ffd0a4ea9bdd16126b1eeb391

Quelldatensatz

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07129274B1