Synthesis of "1-2'-(5'-alkyl-1',3,4'-thiadiazolyl)-2-methyl-4-(2"-phenyl-indole-3"- yl)-methylene-imidazole-5-ones" as CVS, CNS and anti-inflammatory agents.
Dept. of Chemistry, Lucknow University, Lucknow-226 007,
R Singh Dept. of Chemistry, Lucknow University, Lucknow-226 007
Condensation of phenyl hydrazine with acetophenone gives acetophenone phenyl hydrazone (I) which cyclises to 2-phenyl-indole (II) in the presence of anhydrous ZnCl2. Interaction of (II) with phosphorous oxychloride in DMF solvent affords 2-phenyl-indole-3-aldehyde (III). The reaction of (III) with acetic anhydride in the presence of sodium acetate furnishes 2-methyl-4-(2'-phenyl-indole-3'-yl)-methylene oxazole-5-one (IV). Condensation of (IV) with 2-amino 5-alkyl, 1,3,4-thiadiazoles affords 1-2'-5(5(-alkyl-1',3',4'-thiadiazolyl) -2-methyl-4-(2"-phenyl-indole-3'-yl-methylene-imidazole-5-ones. Some of the compounds show promising CNS, CVS and anti-inflammatory properties. The present paper describes the synthesis along the following route.