Chemical Science Transactions | Chem Sci Trans | CST | Online Chemistry Journal | Open Access
Home | Table of Contents | Submit an article | Subscribe | Login | Register

Indexing Metadata

Synthesis of Substituted Azetidinones Derived from Dimer of Apremilast

DUBLINCOREMETADATA ITEM METADATA FOR THIS DOCUMENT
1TitleTitle of DocumentSynthesis of Substituted Azetidinones Derived from Dimer of Apremilast
2CreatorAuthor's name, affiliation, country YELLANKI JAGANNADHAM1,2, DODDA VIVEKANANDA REDDY2, BHOOMIREDDY RAMADEVI2 and BETHANAMUDI PRASANNA*1,2
1Research Center, Department of Chemistry, Chaitanya Post Graduate College (Autonomous), Kishanpura, Hanamkonda, Warangal Telangana State-506 001, India
2Department of Chemistry, Jawaharlal Nehru Technological University, Hyderabad, Telanagan State-500085, India
3SubjectDicipline(s) Chemical Science
3SubjectKeywords Biisoindoline, Azetidinones, Aminophthalic acid, Schiff base, Chloroacetyl chloride, Dehydrative annulation
4DescriptionAbstract Over the past decade, design of 2-azetidinones scaffold has attracted greater interest of synthesis because of more biological and pharmacological potencies. Specifically, sulfonamide rings and their derivatives represent a medicinally and pharmaceutically important class of heterocyclic motifs that are found as the core structural skeletons in a variety of several naturally occurring alkaloids. We effectively intended 4-(3-chloro-2-oxo-4-aryllazetidin-1-yl)-2/-(1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl)-2,4`-biisoindoline-1.1`3,3-tetraones (6(a-f)). 4-Amino-2`-(1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-2,4`-biisoindo line-1, 1`, 3, 3`-tetraone 3 was prepared by condensation of 3-aminophthalic acid 2 with 1,3-ethoxy-4-methoxyphenyl)-2-methylsutfonylethylamine 1 by a single step. Condensation of compound 3 with various aromatic aldehydes gives substituted Schiff base of 2`-(1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-2,4-biisoindoline-1,1`,3,3`-tetraones (5(a-f)) which upon dehydrative annulation in the presence of chloroacetylchloride in the presence of triethylamine in DCM solvent yielded 4-(3-Chloro-2-oxo-4-aryllazetidin-1-yl)-2`-(1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl)-2,4`-biisoindoline-1.1`3,3`-tetraones 6(a-f). All the synthesized compounds were recognized by Infra Red-Vibrational spectroscopy, Proton Nuclear Magnetic Resonance, mass spectroscopy and their C, H, N analyses
5PublishersOrganizing agency, location WWW Publications, India
6Contributor Sponsor(s) -
7DateDate (YYYY-MM-DD) -
8TypeStatus & genre Peer-reviewed Article
8TypeType
9FormateFile Formate PDF
10IdentifierUniform Resource Identifier Click Here
10IdentifierDigital Object Identifier
11SourceJournal/conference title; vol., no. (Year)Chemical Science Transactions, Volume  8 , Number  (3), (2019)
12LanuguageEnglish=en en
13RelationSupp.files
14Coverage -
15CopyrightCopyright and permissions
Chemical Science Transactions | Chem Sci Trans | CST | Online Chemistry Journal | Open Access
Home | Table of Contents | Submit an article | Subscribe | Login | Register