ANTI-INFLAMMATORY AND ANALGESIC ACTIVITY EVALUATION OF HETEROCYCLIC COMPOUNDS SYNTHESIZED BY THE REACTION OF 4-ISOTHIOCYANATO-4 METHYL-2-PENTANONE WITH AMINES

The reaction of 4-isothiocyanato-4-methyl-2-pentanone with 1,2-diaminoanthraquinone at reflux temperature in methanol using catalytic amount of sulphuric acid (pH ∼ 1) gave pyrimidoan-thraquinonimidazole (I). Pyrimidonaphthoimidazole (II) was prepared by SnCl2/HCl reduction of nitropyrimidine thiol (to give II′) and subsequent cyclization by refluxing in methanol containing catalytic amount of acid. 4-Nitro- 1,2-phenylenediamine on treatment with 4-isothiocyanato-4-methyl-2-pentanone in methanol at room temperature gave a mixture of 1-(2′-amino-5′-nitrophenyl)-4, 4,6-trimethyl-1,4,5,6-tetrahydro-6-hydroxy pyrimidine -2(3H)thione and 1-(2′-amino-5′-nitrophenyl)-4′,4,6-trimethyl- 1,4,5,6- tetrahydro-6-methoxy pyrimidine-2(3H) thione (III). Compound III undergo cyclization on refluxing in methanol using sulphuric acid as a catalyst to give cyclized compound III′. 2-Aminopyridine on reaction with 4-isothiocyanato-4-methyl-2-pentanone at room temperature in methanol gave 1-(2′-pyridine)-4,4,6-trimethy...