Five-membered 2,3-dioxoheterocycles. VII. Synthesis of 4-aryl-5-phenyltetrahdropyrrole-2,3-diones and their reaction with amino compounds and hydrazine

Journal Article · Tue Sep 20 04:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5971547

Andreichikov, Yu S; Gein, V L; Anikina, I N

The reaction of arylsulfonylpyruvic esters with Schiff bases leads to the formation of 4-arylsulfonyl-1-aryl-5-phenyltetrahydropyrrole-2,3-diones. The presence of potassium carbonate in the reaction mixture leads to substituted 4-methylene-tetrahydro-1,3-oxazol-4-ones, which rearrange to tetrahydropyrrole-2,3-diones in an acidic medium. The reaction of 4-arylsulfonyl-tetrahydropyrrole-2,3-diones with aniline, ethanolamine, and hydrozine hydrate leads to the formation of the products from substitution at position 3 of the heterocycle. In the case of ethylenediamine N,N'-di(arylsulfonyl-1-aryl-5-phenyl-2-oxo-2,5-dihydopyrrol-3-yl)ethanediamines are formed.

• Research Organization: Perm Pharmaceutical Institute (USSR)
• OSTI ID: 5971547
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:4; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKALI METAL COMPOUNDS
AMINES
AZOLES
CARBON COMPOUNDS
CARBONATES
CARBOXYLIC ACID ESTERS
CARBOXYLIC ACIDS
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTION YIELD
ESTERS
HETEROCYCLIC COMPOUNDS
HYDRAZINE
IMINES
INFRARED SPECTRA
KETO ACIDS
KETONES
MELTING POINTS
NITROGEN COMPOUNDS
NMR SPECTRA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXYGEN COMPOUNDS
PHYSICAL PROPERTIES
POTASSIUM CARBONATES
POTASSIUM COMPOUNDS
PYRROLES
PYRUVIC ACID
SCHIFF BASES
SPECTRA
SYNTHESIS
THERMODYNAMIC PROPERTIES
TRANSITION TEMPERATURE
YIELDS