31777-46-5

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 6, p. 333, 1969 DOI: 10.1002/jhet.5570060311

InChI:InChI=1/C8H6N2O/c11-8-5-6-3-1-2-4-7(6)9-10-8/h1-5H,(H,10,11)

Upstream product

• 36149-75-4 1-amino-1,3-dihydro-2H-indol-2-one 
• 55116-04-6 1,4-Dihydro-3(2H)-cinnolinone 
• 408507-52-8 2-amino-DL-mandelic acid 

Downstream Products

• 766548-23-6 3-p-tolylsulfanylcinnoline 
• 766548-26-9 3-p-tolylsulfinylcinnoline 
• 59-48-3 2-oxoindole 
• 36149-75-4 1-amino-1,3-dihydro-2H-indol-2-one 
• 271-44-3 benzimidazole 
• 5155-77-1 2-benzyl-3(2H)-cinnolinone 
• 17404-90-9 3-chlorocinnoline 

Relevant academic research and scientific papers

The Oxidative-Rearrangement of Nitrogen Heterocycles with Lead Tetraacetate and t-Buty Hypochlorite

Mechanisms for the lead tetraacetate and t-butyl hypochlorite oxidation of 1,4-dihydro-3(2H)-cinnolinones and 1-amino-2-indolinones are discussed.Evidence for the lack of a nitrene intermediate is given.

Rearrangements of N-Nitrenes: a 15N- Labelling Study of the Mechanism of the Conversion of 1-Aminoindol-2-one to Cinnolin-3(2H)-one

The oxidation of 1-aminoindol-2-one to cinnolin-3(2H)-one is shown by 15N labelling to proceed by migration of acyl rather than the aryl group to the exocyclic nitrogen.Two cinnolin-3(2H)-ones were found to extrude carbon monoxide upon flash vacuum pyrolysis giving indazoles.