Acetamidine monohydrochloride → HCID 178418769, compound

Participants

Reaction Steps

A solution of 10 g of dimethyl-(o-methoxyphenoxy)malonate in 80 ml dry methanol was cooled to 0° C. 6.71 g of sodium methylate was added portionwise. To the suspension was added 2.84 g of acetamidine hydrochloride and the mixture was stirred overnight at room temperature. The solvent was removed under reduced pressure and the residue was suspended in 100 ml of diethyl ether. The solid was filtered off, washed with another portion of 100 ml of diethyl ether and dissolved in 50 ml of water. The pH was adjusted to 4 by adding 25 ml of glacial acetic acid. The white precipitate that formed was filtered off, washed with water and dried to yield 5.17 g of 5-(o-methoxyphenoxy)-4,6-dihydroxy-2-methyl-pyrimidine (or a tautomer) as a white powder.

Provenance & Evidence