Abstract
A series of new 3,5-diaryl/hetaryl-2,6-dicyanoanili ne derivatives were synthesized by three- component one-pot procedure at room temperature to 80 o C. The experimental procedure in the preparation of the target compounds is simple, repr oducible and it includes short reaction times and easy-isolation/purification of the products. Th e synthesized compounds are fluorescent active and show wavelength of maximum absorption (λmax ) in UV or visible region in DMSO at room temperature.
Highlights
Organic dyes which include donor-acceptor groups exhibit different optical and photophysical characteristics.1 Substituted 2,6-dicyanoanilines are typical donor-acceptor compounds and have various potent application fields because of their strong fluorescent properties.2 They include one donor group (NH2), two acceptor groups (CN)
We obtained novel type of aniline compound from 1, after elimination of two cyano groups using ethanolic solution of sodium hydroxide at high temperature in an autoclave. This approach will be opened a new route for obtaining novel 3,5diaryl/hetarylaniline derivatives from different type of 3,5-disubstituted-2,6-dicyanoanilines, which are difficult to synthesize by other methods (Scheme 6)
Acetonitrile was an excellent solvent, because for some compounds [1, 6,7,8,9,10,11,12,13], the reaction completed between 10 minutes to 2 hours at room temperature to 80 oC reaction conditions
Summary
Organic dyes which include donor-acceptor groups exhibit different optical and photophysical characteristics.1 Substituted 2,6-dicyanoanilines are typical donor-acceptor compounds and have various potent application fields because of their strong fluorescent properties.2 They include one donor group (NH2), two acceptor groups (CN). The best reaction condition for compound 1 was found to be following; the base is piperidine, the solvent is acetonitrile and the reaction finished after 10 minutes at room temperature with (1a) and (1d). All the synthesized compounds were fully characterized by their spectra (IR, 1H/13C NMR and HRMS, See supplementary data), and the molecular structure of N,N-diethylamino-3,5-di(2thienyl)-2,6-dicyanoaniline derivative (Compound 1-II) was confirmed by X-ray diffraction analysis.
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.
