Methyl iodide → HCID 20346359, compound

Participants

Reaction Steps

A suspension of 10.6 g of the product of Step C and 5 g of sodium hydroxide pastilles in 800 ml of methanol was refluxed for 30 minutes and the mixture was then stirred at room temperature until complete dissolution occured (about 2 hours). 45.6 g of methyl iodide were then added dropwise and the mixture was stirred for another 4 hours at room temperature and then allowed to stand overnight. The mixture was evaporated to dryness and the residue was dissolved in 700 ml of water. The aqueous phase was made alkaline with 30% sodium hydroxide solution and was extracted with chloroform. The organic phase was dried over anhydrous sodium sulfate and was filtered and the filtrate was evaporated to dryness. The residue was taken up in petroleum ether and the mixture was filtered. The product was crystallized from an xylene-petroleum ether mixture to obtain 7 g (62% yield) of 1-methyl-3-(2-pyridyl)-1,3-dihydro-imidazo-(4,5-b)-pyridin-2-one in the form of lightly colored pale yellow crystals melting at 128° -130° C.

Provenance & Evidence