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Download (3100Kb) - Etheses - Saurashtra University

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EXPERIMENTALSynthesis of (2z)-3-[2-(4-chlorophenyl)-8-methyl imidazo[1,2-a]pyridine-3-yl]-1-(4-methoxyphenyl)prop-2-en-1-one.[A]Preparation of 2-chloro-1-(p-chlorophenyl)ethanone.A mixture of chlorobenzene (1.13gm,0.01m) and di-chloromethane ismaintain at 0 °C, then add anhydrous AlCl 3 (1.8gm,0.01m) and Chloracetyl Chloride(1.13gm, 0.01m) Stirred reaction mixture at 20 °C for about 10 hrs. Finally pour thereaction mixture on crushed ice then add cons. HCl and solid product was isolatedwith help of di-chloromethane and wash with petrolium ether. Yield 85% (1.60gm) ;m.p.95 °C ; (C 8 H 6 Cl 2 O ; Found : C,50.90%;H,3.25%; Required : C,50.83%;H,3.20%)TLC solvent system : Ethyl acetate : Hexane ( 3:7)[B]Preparation of 2-(p-chlorophenyl)-8-methyl imidazo[1,2-a]pyridineA mixture of 2-chloro-1-(p-chlorophenyl)ethanone (1.89gm,0.01m) and2-amino-3-methyl pyridine (1.08gm,0.01m) in DMF was refluxed at 140 °C for about6 hrs. Finally pour the reaction mixture on crushed ice then solid product wasisolated and purified by methanol. Yield 83% (2.0gm) ; m.p.150 °C ; (C 14 H 11 N 2 Cl ;Found : C,69.39%;H,4.65%;N,11.62% ; Required : C,69.28%;H,4.57%;N,11.54%)TLC solvent system : Ethyl acetate : Hexane ( 2:8)[C] Preparation of 2-(p-chlorophenyl)- 8- methyl imidazo[1,2-a]pyridine- 3-carbaldehyde.A compound 2-(p-chlorophenyl)-8-methyl imidazo[1,2-a]pyridine (2.43gm,0.01m) was added in a mixture et Vilsmeire-Haack reagent (prepared by dropwiseaddition of 3.27ml POCl 3 in ice cooled 27ml DMF) and refluxed for 6 hrs.37Chalcone…..

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