4-Nitrophenyl chloroformate → HCID 12805029, compound

Participants

Reaction Conditions

Reaction Steps

5.0 g (24.6 millimoles) of 6-(p-aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone are dissolved in 150 ml of absolute tetrahydrofuran by heating to 60° C., with stirring. The solution is allowed to cool to room temperature, 5.0 g (24.8 millimoles) of p-nitrophenyl chloroformate are added and the mixture is stirred first for 20 hours at room temperature and then for 5 hours under reflux. It is then concentrated to about 70 ml, 100 ml of water are added and the product is filtered off and recrystallized from dimethylformamide/water at room temperature, giving 6.5 g (72% of theory) of 4,5-dihydro-5-methyl-6-[p-(p-nitrophenoxycarbonylamino)-phenyl]-3(2H)-pyridazinone as yellow crystals, of melting point 177°-178° C.

Provenance & Evidence