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

Journal Article · Thu Mar 10 00:00:00 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), Vol. 23:10; Other Information: Translated from Zh. Org. Khim.; 23: No. 10, 2093-2096 (Oct 1987)
• Country of Publication: United States
• Language: English

Related Subjects

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