82544-29-4

Basic information

• Product Name: 3-amino-2-<2-oxofuran-5(H)-yl>-2-cyclohexene-1-one
• CAS NO: 82544-29-4
• Molecular Weight: 193.202
• Mol File: 82544-29-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-amino-2-<2-oxofuran-5(H)-yl>-2-cyclohexene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-amino-2-<2-oxofuran-5(H)-yl>-2-cyclohexene-1-one(82544-29-4)
• EPA Substance Registry System: 3-amino-2-<2-oxofuran-5(H)-yl>-2-cyclohexene-1-one(82544-29-4)

Safety Data

• Hazardous Substances Data: 82544-29-4(Hazardous Substances Data)

Upstream product

• 14032-66-7 5-hydroxy-2-(5H)-furanone 
• 5220-49-5 3-amino-cyclohex-2-enone 

Downstream Products

• 35308-68-0 1,5,6,7-tetrahydro-2-methyl-4H-indol-4-one 

Relevant articles and documents

4-Hydroxy-2-butenolide. A Versatile Reagent for the Synthesis of Heterocyclic Compounds

The base-catalyzed reaction of hydroxy lactone 1 with several cyclic and acyclic vinylogous amides and 1,3-dicarbonyl compounds was found to provide a smooth method to prepare pyrrole, furan, tetrahydroindole, and tetrahydrobenzofuran ring systems.The reaction of 1 with the cyclic enaminone 2 affords 3 which can be isomerized to the tetrahydroindole-2-acetic acid 4.The reaction of 1 with 6 and 8 produces, after esterification, the methyl tetrahydroindole-and pyrrole-2-acetates 7a and 9a, respestively.With acyclic 1,3-dicarbonyl compounds, 1 reacts to give furan-2-acetic acids, whereas the reaction of 1 with cyclic β-diketones leads to furobenzofuran derivatives.The latter can be easily isomerized by heating with diluted acid to the corresponding tetrahydrobenzofuran-2-acetic acids.A possible mechanism for these reactions is proposed.