Chemistry of enol ethers. LXXIX. Reaction of glutaconaldehyde acetals and their derivatives with heterocyclic compounds. The synthesis of tricarbocyanine dyes

Journal Article · Wed Mar 09 23:00:00 EST 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5887300

Makin, S M; Kruglikova, R I; Shavrygina, O A; Kolobova, T P; Popova, T P; Tagirov, T K

The acetal forms of glutaconaldehyde (2,6-dialkoxypyrans, 1,1,5,5-tetraalkoxy-2-pentenes, 5,5-dialkoxy-2-pentenals, and 1,3,5,5-tetraalkoxy-1-pentenes) are capable of reacting with quaternary salts of heterocyclic bases containing an active methyl group in acetic anhydride solution and in the presence of triethylamine with the formation of tricarbocyanine dyes. Syntheses are reported of unsubstituted thio-, indo-, and quinotricarbocyanines and derivatives with various substituents in the polymethine chain. The reaction proceeds readily upon heating glutaconaldehyde derivatives with quaternary salts in acetic anhydride in the presence of triethylamine.

• Research Organization: M.V. Lomonosov Moscow Institute of Fine Chemical Technology (USSR)
• OSTI ID: 5887300
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:10; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ABSORPTION SPECTRA
ACETALS
ALCOHOLS
ALDEHYDES
AMINES
AMMONIUM COMPOUNDS
ANHYDRIDES
CARBOXYLIC ACIDS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CYANINE DYES
DYES
ENOLS
ETHERS
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
HYDROXY COMPOUNDS
KINETICS
LASER MATERIALS
MATERIALS
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC IODINE COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
QUATERNARY COMPOUNDS
REACTION KINETICS
SPECTRA
SYNTHESIS
YIELDS