Methyl 3-(N'-hydroxycarbamimidoyl)-4-methylbenzoate → Methyl 3-carbamimidoyl-4-methylbenzoate

Participants

Reaction Conditions

Reaction Steps

A round-bottom flask, containing a solution of methyl 3-(N′-hydroxycarbamimidoyl)-4-methylbenzoate (compound 1.8, 8 g, 36.50 mmol, 1.00 equiv, 95%) in methanol (150 mL) was purged with nitrogen gas. To the solution was added palladium on carbon (9 g, 10%, 60% water) and the flask was then further purged with nitrogen gas. The atmosphere was then changed to hydrogen and the mixture was stirred overnight at 25° C. under a balloon. After purging the system with nitrogen, the solids were removed by filtration and the filtrate was concentrated under reduced pressure to yield 4 g (54%) of the title compound as a brown solid.

Provenance & Evidence