Synthesis of Substituted meta-Terphenyls

Novel 5'-methylamino-2'-nitro- m -terphenyls were obtained by the rearrangement of quaternary nitropyridinium salts under the action of aqueous alcoholic alkali and aqueous methylamine. Hantzsch 4-aryl-2-methyl-5-nitro-6-phenyl-1,4-dihydropyridines obtained by the cyclocondensation of nitr...

Full description

Saved in:
Bibliographic Details
Published in:Russian journal of organic chemistry 2024-05, Vol.60 (5), p.811-826
Main Authors: Kuratova, A. K., Yakushev, L. V., Prohorov, D. A., Glizdinskaya, L. V., Sagitullina, G. P.
Format: Article
Language:English
Subjects:
Acetic acid
Alkylation
Aromatic compounds
Chemistry
Chemistry and Materials Science
Dimethyl sulfate
Organic Chemistry
Oxidation
Sodium nitrite
Terphenyls
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Novel 5'-methylamino-2'-nitro- m -terphenyls were obtained by the rearrangement of quaternary nitropyridinium salts under the action of aqueous alcoholic alkali and aqueous methylamine. Hantzsch 4-aryl-2-methyl-5-nitro-6-phenyl-1,4-dihydropyridines obtained by the cyclocondensation of nitrochalcones with various enamines were used as starting compounds. The oxidation of 1,4-dihydropyridines with sodium nitrite in acetic acid gave 4-aryl-2-methyl-5-nitro-6-phenylpyridines. The synthesized nitropyridines were alkylated with dimethyl sulfate and methyl fluorosulfonate.
ISSN:1070-4280
1608-3393
DOI:10.1134/S107042802405004X