Abstract A novel solid-state Michael addition between pyrazolone 1 and 4- arylidenepyrazolones 2 at ambient temperature produced Michael adducts, 4, 4′- arylidenebis (3-methyl-1-phenyl-5-pyrazolones) 3. Pyrazolones 3 formed salts 4 with Cu 2+ in solution, indicating the enolic structure of the pyrazolone rings. The reactivity of 2 with 1 is discussed in terms of the electronic and steric effects of the substituent on the arylidene ...