78431-35-3Relevant academic research and scientific papers
Studies in Antifertility Agents: Part XXXII-Synthesis and Stereochemistry of 3,3a-trans- and cis-2(H)-Acetyl-3-aryl-3,3a-dihydropyrazolochromenes, Pyrazolobenzocycloalk-1-enes and 3,3a-trans- and cis-(2H)-Acetyl-3-aryl-8-methoxy-5-tosyl-3,3a,4,5-tetrahydropyrazolo<4,...
Sangwan, Naresh K.,Rastogi, Shri Nivas
, p. 135 - 139 (2007/10/02)
Condensation of 4-chromanones (1,2), benzocycloalkan-1-ones (3,4) and N-tosyl-6-methoxy-2,3-dihydro-4-quinolone (5) with araldehydes ( 6-9) in the presence of HCl, KOH and NaOMe respectively gives the corresponding arylideno-ketones (10-17).These arylidenes (10-17) when refluxed with NH2-NH2*H2O in AcOH furnish the title compounds, 3,3a-trans- and cis-2(H)-acetyl-3-aryl-3,3a-dihydropyrazolochromenes (18a,b-21a,b), pyrazolobenzocycloalk-1-enes (22a,b-23a,b), and 3,3a-trans- and cis-2(H)-acetyl-3-aryl-8-methoxy-5-tosyl-3,3a,4,5-tetrahydropyrazoloquinolines (24a,b-25a,b).This cis- and trans-isomers have been separated by column chromatography over silica gel or by fractional crystallization and their stereochemistry has been assigned on the basis of PMR decoupling studies.Refluxing of 3-benzylidene-4-chromanone (10) with PhNHNH2 furnishes 3,3a-trans-2,3-diphenyl-3,3a-dihydropyrazolochromene (26).Treatment of 4 with NH2NH2*H2O in AcOH affords its acethydrazone derivative (27).The trans- and cis-mixtures of compounds 24 and 25 show antiimplantation activity at 20 mg/kg dose in female albino rats.
