82453-03-0

Basic information

• Product Name: Cinnoline, 4-chloro-3-(phenylethynyl)-
• CAS NO: 82453-03-0
• Molecular Formula: C16H9ClN2
• Molecular Weight: 264.714
• Mol File: 82453-03-0.mol

Chemical Properties

• CAS DataBase Reference: Cinnoline, 4-chloro-3-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cinnoline, 4-chloro-3-(phenylethynyl)-(82453-03-0)
• EPA Substance Registry System: Cinnoline, 4-chloro-3-(phenylethynyl)-(82453-03-0)

Safety Data

• Hazardous Substances Data: 82453-03-0(Hazardous Substances Data)

Upstream product

• 80334-78-7 3-bromo-4-chloro-cinnoline 
• 536-74-3 phenylacetylene 

Downstream Products

• 82453-04-1 3-benzyl-1H-pyrazolo<4,3-c>cinnoline 
• 82453-06-3 1-phenylamino-2-phenyl-1H-pyrrolo<3,2-c>cinnoline hydrochloride 
• 82453-05-2 3-benzyl-1-methyl-1H-pyrazolo<4,3-c>cinnoline 

Relevant articles and documents

SOME REACTIONS OF 3-HALOGENOCINNOLINES CATALYSED BY PALLADIUM COMPOUNDS

3-Bromo-or 3-iodo-cinnoline (and 4-substituted analogues ) are condensed with terminal alkynes in the presence of Pd and Cu compounds as catalysts to give the 3-alkynyl-derivatives.When 4-chloro- or 4-phenoxy-compounds are used, the products react with amines, in the presence of copper(I) iodide, to form pyrrolocinnolines and with hydrazines to give either the same ring system or a pyrazolocinnoline.Hydrolysis of 3-alkynyl-4phenoxycinnoline to 3-alkynyl-4(1H)-cinnolinone, followed by cyclisation, yields the furocinnoline.Attempts to condense 3-halogenocinnolines with alkenes gave variable results: 3-phenyl ethenyl- and 3(2-pyridylethenyl)-4-(1H)-cinnolinones were obtained but 3-bromocinnoline gave the 3,3'-bicinnolinyl.Action of palladium acetate in the presence of ethyl acrylate converted 3-bromo-4-phenoxycinnoline into benzofurocinnoline and 3-bromo-4-phenylaminocinnoline into indolocinnoline.