78439-93-7

Basic information

• Product Name: (3Z)-6-methoxy-1-[(4-methylphenyl)sulfonyl]-3-(pyridin-4-ylmethylidene)-2,3-dihydroquinolin-4(1H)-one
• CAS NO: 78439-93-7
• Molecular Formula: C₂₃H₂₀N₂O₄S
• Molecular Weight: 420.4809
• Mol File: 78439-93-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 656.7°C at 760 mmHg
• Flash Point: 351°C
• Density: 1.346g/cm³
• Vapor Pressure: 4.03E-17mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: (3Z)-6-methoxy-1-[(4-methylphenyl)sulfonyl]-3-(pyridin-4-ylmethylidene)-2,3-dihydroquinolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3Z)-6-methoxy-1-[(4-methylphenyl)sulfonyl]-3-(pyridin-4-ylmethylidene)-2,3-dihydroquinolin-4(1H)-one(78439-93-7)
• EPA Substance Registry System: (3Z)-6-methoxy-1-[(4-methylphenyl)sulfonyl]-3-(pyridin-4-ylmethylidene)-2,3-dihydroquinolin-4(1H)-one(78439-93-7)

Safety Data

• Hazardous Substances Data: 78439-93-7(Hazardous Substances Data)

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 75227-41-7 N-tosyl-6-methoxy-2,3-dihydroquinolin-4-one 

Downstream Products

• 103688-22-8 8-Methoxy-3-pyridin-4-yl-5-(toluene-4-sulfonyl)-4,5-dihydro-2H-pyrazolo[4,3-c]quinoline 
• 103688-14-8 C₂₃H₂₀N₂O₅S 
• 78431-46-6 3,3a-cis-2(H)-acetyl-3-(4-pyridyl)-5-tosyl-8-methoxy-3,3a,4,5-tetrahydropyrazolo<4,3-c>quinoline 
• 78431-46-6 3,3a-trans-2(H)-acetyl-3-(4-pyridyl)-5-tosyl-8-methoxy-3,3a,4,5-tetrahydropyrazolo<4,3-c>quinoline 

Relevant articles and documents

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,...

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.