A route to dicyanomethylene pyridines and substituted benzonitriles utilizing malononitrile dimer as a precursor.
The conditions of the reaction of malononitrile dimer with enaminones and arylidenemalononitrile could be adapted to yield either pyridines or benzene derivatives. A new synthesis of pyrido[1,2-a]pyrimidines from the reaction of malononitrile dimer 1 and 2-phenyl-3-piperidin-1-yl-acrylonitrile (11) is described. Compound 1 condensed with DMFDMA to yield an enaminonitrile that reacted with hydrazine hydrate to yield N',4,6-triamino-2H-pyrazolo[3,4-b]pyridine-5-carboxamidine (17).
Women Students-Medical Studies & Sciences Sections, Chemistry Department, College of Science, King Saud University, Riyadh, KSA, P.O. Box 22452, Riyadh 11495, Saudi Arabia. Elnagdinoha@yahoo.com
Noha M
NM
Helmy
Fatma E M
FE
El-Baih
Monirah A
MA
Al-Alshaikh
Moustafa S
MS
Moustafa
D019281:Dimerization; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009570:Nitriles / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*
D009570:Nitriles; D011725:Pyridines; C014356:benzonitrile; C000945:dicyanmethane
Chem Rev. 1969 Oct;69(5):591-624
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