Reaction #75545

Reaction equation

4-hydroxy-3-methoxy-2-nitro-benzaldehyde

(R)-6-(4-hydrazino-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one

→

(R)-6-{4-[N′-(4-Hydroxy-3-methoxy-2-nitro-benzylidene)-hydrazino]-phenyl }-5-methyl-4,5-dihydro-2H-pyridazin-3-one

Solvents

ethanol

ethanol

Conditions

Workup

1. 1
   Temperaturethe resulting mixture refluxed for two hours
2. 2
   FiltrationThe resulting crystals were filtered at room temperature
3. 3
   Washwashed with ethanol

Procedure

A solution of 4-hydroxy-3-methoxy-2-nitro-benzaldehyde (1.6 g) in ethanol (15 ml) was added to a suspension of (R)-6-(4-hydrazino-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one (1.75 g) in ethanol (20 ml) and the resulting mixture refluxed for two hours. The resulting crystals were filtered at room temperature and washed with ethanol. Yield 2.37 g. HPLC: purity 99.4%, optical purity 99.8%.

Source