Methanol → HCID 178503559, compound

Participants

Reaction Conditions

Reaction Steps

A quantity (72.07 g., 0.5 mole) of 2-thiobarbituric acid was dissolved in a reaction medium consisting of 500 ml. methanol, 500 ml. water, and 20 g. sodium hydroxide. The medium was heated in order to effect solution. After cooling the solution to 41° C., 142 g. (1.0 mole) methyl iodide was added, with stirring. The reaction mixture was heated at the reflux temperature for 1 hr. The desired 2-(methylthio)-4,6-pyrimidinediol crystallized out as the refluxing continued, and it was recovered on a filter by cooling the reaction mixture to 60° C. and filtering. The initial crop of crystalline product weighed 51.5 g. and had a melting point at >300° C. After refrigerating the mother liquor, an additional 19.08 g. of product was obtained.

Provenance & Evidence