creatinine → 1-(1-Methyl-4-oxo-2-imidazolidinylidene)-3-m-nitrophenyl urea

Participants

Reaction Steps

To a stirred slurry of 12.45 g (0.11 mole) of creatinine in 100 ml of dry DMF is added 16.41 g (0.1 mole) of m-nitrophenyl isocyanate (previously recrystallized from benzenepentane). After 9 hours, ice water is gradually added until crystallization occurres. A large excess of ice water precipitates the product as gummy crystals which then crystallize. The crude product is allowed to air dry for several days. Recrystallization from THF-H2O followed by THF gives pure product, 1-(1-methyl-4-oxo-2-imidazolidinylidene)-3-m-nitrophenyl urea; m.p. 182°-188°C sl. dec.

Provenance & Evidence