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Synthesis of (E)-diethyl 6,6′-(diazene-1,2-diyl)bis(5-cyano-2-methyl-4-phenylnicotinates), a new type of 2,2′-azopyridine dyes |
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| Authors: | Daniel Botelho da Silva Abdelouahid Samadi María do Carmo Carreiras |
| Institution: | a Laboratorio de Radicales Libres y Química Computacional, IQOG (CSIC), Juan de la Cierva 3, 28006-Madrid, Spain b iMed.UL, Research Institute for Medicines and Pharmaceutical Sciences, Faculty of Pharmacy, University of Lisbon, Av. Forças Armadas, 1600-083 Lisbon, Portugal c Instituto de Química-Física ‘Rocasolano’, C/Serrano, 119, 28006-Madrid, Spain |
| Abstract: | An unexpected, but simple method for the efficient synthesis of new 2.2′-azopyridine dyes, such as (E)-diethyl 6,6′-(diazene-1,2-diyl)bis(5-cyano-2-methyl-4-phenylnicotinates) (2, 4, 6, 8, 10, and 12), based on the treatment of ethyl 6-amino-5-cyano-2-methyl-4-arylnicotinates (1, 3, 5, 7, 9, and 11) with NBS/benzoyl peroxide, is described. The X-ray diffraction analysis and the UV-vis absorption spectra of dye 2 are reported and discussed. |
| Keywords: | 2 2&prime -Azopyridine Dyes (E)-Diethyl 6 6&prime -(diazene-1 2-diyl)bis(5-cyano-2-methyl-4-phenylnicotinates) Ethyl 6-amino-5-cyano-2-methyl-4-arylnicotinates NBS Oxidation |
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