Abstract
An efficient and simple methodology for Ullmann Cu(I)-catalyzed synthesis of di- and trisubstituted 1,3,5-triazine derivatives from dichlorotriazinyl benzenesulfonamide and corresponding nucleophiles is reported. Cations Cu(I) supported on macroporous and weakly acidic, low-cost industrial resin of polyacrylate type were used as a catalyst. The reaction times and yields were compared with traditional synthetic methods for synthesis of substituted 1,3,5-triazine derivatives via nucleophilic substitution of chlorine atoms in dichlorotriazinyl benzenesulfonamide. It was found that Ullmann-type reactions provide significantly shortened reaction times and, in some cases, also higher yields. Finally, trisubstituted s-triazine derivatives were effectively prepared via Ullmann-type reaction in a one-pot synthetic design. Six new s-triazine derivatives with potential biological activity were prepared and characterized.
Highlights
The substituted 1,3,5-triazine derivatives show a wide spectrum of effects on biological systems such as as anti-bacterial, anti-bacterial, anti-viral, anti-viral, anti-mycobacterial, anti-mycobacterial, anti-tubercular, anti-malarial, anti-leishmanial, anti-amoebic, anti-inflammatory, anti-HIV, anti-cancer, anti-cancer, and and others others.[1,2,3,4].[1,2,3,4]
We report an efficient and simple synthetic approach for preparation of 1,3,5-triazine derivatives carried out as a one-pot reaction and catalyzed by Cu(I)-supported on a weekly acidic resin
General Method for Synthesis of Trisubstituted Derivatives of Cyanuric Chloride as a Catalyzed reactions were performed according to the general method: Appropriate disubstituted s-triazine derivative (1 mmol) was dissolved in 10 mL of DMF
Summary
The substituted 1,3,5-triazine derivatives show a wide spectrum of effects on biological systems such as as anti-bacterial, anti-bacterial, anti-viral, anti-viral, anti-mycobacterial, anti-mycobacterial, anti-tubercular, anti-malarial, anti-leishmanial, anti-amoebic, anti-inflammatory, anti-HIV, anti-cancer, anti-cancer, and and others others.[1,2,3,4].[1,2,3,4]. A variety variety of of biological biological activities of oftriazine triazinederivatives derivatives attracted attention theoffield of medicinal hashas attracted attention in thein field medicinal chemistrychemistry research. Triazinylaminoalkylbenzenesulfonamides are intensively of Especially,Especially, triazinylaminoalkylbenzenesulfonamides are intensively studiedstudied becausebecause of their their antimicrobial and anticancer activity as inhibitors of carbonic anhydrase the antimicrobial and anticancer activity [5,6,7,8,9].[5,6,7,8,9]. TheyThey act asact inhibitors of carbonic anhydrase and and the key key structural moiety biological activityininthese these derivatives derivatives is aminoalkylbenzenesulfonamide structural moiety for for biological activity aminoalkylbenzenesulfonamide (examples (examples of of the the inhibitors inhibitors are are given given in in Figure Figure 1). The classic method is www.mdpi.com/journal/molecules of chlorine atoms in starting 2,4,6-trichloro-1,3,5-triazine, i.e., Molecules x; doi: FOR PEER
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
