Abstract
The isomeric 4,6-diamino-2-alkoxy- (3), and 2,4-diamino-6-alkoxy-3-pyridine-carbonitriles (4) are obtained by treatment of 2-amino-1,1,3-tricyanopropene (1) with sodium alkoxides. Separation is based on their differentpK a -values (3 a=2.01,4 a=4.17). Coupling reaction of3 a-c with benzenediazonium chloride in strong acidic medium leads to the yellow azo dyes5 a-c, whereas coupling of4 a requires a buffered solution (pH 4–6) to yield6. The UV-VIS spectra of the isomer pyridines and the azo dyes are discussed.
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Herrn Prof.E. Schauenstein zum 65. Geburtstag gewidmet.
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Junek, H., Uray, G. & Kotzent, A. Isomere Diamino-alkoxy-pyridin-carbonitrile — ihre Trennung und Verwendung als Kupplungskomponenten. Monatsh Chem 114, 973–982 (1983). https://doi.org/10.1007/BF00799957
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DOI: https://doi.org/10.1007/BF00799957