260-36-6

Upstream product

• 108-99-6 3-Methylpyridine 
• 100-44-7 benzyl chloride 
• 82198-73-0 2-benzyl-3-methylpyridine N-oxide 
• 1009-61-6 1,4-Diacetylbenzene 
• 154845-34-8 3-amino naphthalene-2-carboxaldehyde 
• 80772-85-6 2-(2-methylbenzyl)-pyridine N-oxide 

Downstream Products

• 110571-73-8 2-phenylbenzo[g]quinoline 
• 80811-66-1 C₂₆H₁₈N₂ 
• 3712-09-2 1-azaanthracene-9,10-dione 

Relevant academic research and scientific papers

Unusual product distribution from Friedlaender reaction of Di-and triacetylbenzenes with 3-aminonaphthalene-2-carbaldehyde and properties of new benzo[g]quinoline-derived Aza-aromatics

The Friedlaender reactions of acetylbenzenes and 2-acetylpyridine with 3-aminonaphthalene-2-carbaldehyde afforded the corresponding 2-phenylbenzo[g]quinoline and 2-(pyrid-2-yl)benzo[g]quinoline, respectively. The same reactions of 3-aminonaphthalene-2-carbaldehyde with 1,2-, 1,3-, 1,4-di- and 1,3,5-triacetylbenzenes, however, afforded a series of corresponding (benzo[g]quinolin-2-yl)benzenes as new N,C-bidentate and unexpected benzo[g]quinoline. Crystallinity, thermal properties, absorption and emission spectral properties of the products were studied.

STUDIES ON NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS. SYNTHESES AND REACTIONS OF BENZOQUINOLINE

The authors devised a new convinient synthesis of benzoquinoline (2) through the condensation of β-naphthylamine with malondialdehyde (MDA) followed by cyclization in polyphosphoric acid.The reactivity of 2 toward N-oxidation, Reissert reaction and methylation with methylsulfinylmethyl carbanion was investigated.

Flash Vacuum Pyrolysis of Substituted Pyridine N-Oxides and Its Application to Syntheses of Heterocyclic Compounds

Flash vacuum pyrolysis of 2-picoline N-oxide gave 2-picoline, pyridine, 2-ethylpyridine, 2-vinylpyridine, 2-pyridylmethanol, bis(2-pyridyl)methane, 1,2-bis(2-pyridyl)ethane, and 1,2-bis(2-pyridyl)ethylene.These reactions are explained by intermediary participation of the 2-picolyl radical.Flash vacuum pyrolysis of methyl-substituted 2-benzylpyridine N-oxides led to methyl-substituted pyridoindoles or to benzoquinoline in moderate yields.

SUBSTITUTED 2- AND 4-BENZYLPYRIDINES IN THE SYNTHESIS OF BENZOQUINOLINES AND BENZOISOQUINOLINES

Nitrogen-containing heterocyclic analogs of anthracene, viz., benzoisoquinolines and benzoquinolines, were obtained by dehydrocyclization on a K-16 catalyst of mixtures of methyl-substituted 2- and 4-benzylpyridines with methyl groups in various positions of the pyridine and benzyl rings, which are formed by benzylation of β-picoline, as well as pyridine, by the Ladenburg method.The spectral characteristics of the synthesized compounds are presented.