Abstract
The solvent free synthesis of six 6-(3,5-difluorophenyl)-4,5-dihydropyridazin-3(2H)-one derivatives was carried out by microwave irradiation of a pulverized mixture of 4-(3,5-difluorophenyl)-4-oxobutanoic acid and substituted hydrazine hydrochloride in presence of catalytic amount of acetic acid at 150°C/75W for 5min. Single crystals of two derivatives, C16H12N2OF2[3a] and C16H11N2OF3 [3f]were formed allowing for structural analysis. [C16H12N2OF2]: orthorhombic, Pbcn;a=17.1583(5)Å,b=11.3751(3)Å,c=13.7704(4)Å,V=2687.67(13)Å3,Z=8,173(2)K, μ(Cu Kα)=0.920mm−1,Dcalc=1.415g/mm3, 16553 reflections, 2651 unique (Rint=0.0298); R1=0.0394 (I>2σ(I)) andwR2=0.1118 (all data). [C16H11N2OF3]: triclinic, P-1,a=7.4837(4)Å,b=13.3707(10)Å,c=13.7194(9)Å,α=76.622(6)°,β=88.771(5)°,γ=81.453(5)°,V=1320.60(16)Å3,Z=4,173(2)K, μ(Cu Kα)=1.087mm−1,Dcalc=1.530g/mm3, 8522 reflections, 5092 unique (Rint=0.0277); R1=0.0441 (I>2σ(I)) andwR2=0.1289 (all data). Preliminary antibacterial properties and docking studies are described for all the six derivatives.
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