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New routes to 1,3,4‐oxadiazoles, 1,3,4‐oxadiazolopyridines, and pyridopyridazines
Author(s) -
Elnagdi Mohamed Hilmy,
Ibrahim Nadia Sobhy,
Abdelrazek Fathy Mohamed,
Erian Ayman Wahba
Publication year - 1988
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198819880917
Subject(s) - chemistry , electrophile , diethyl malonate , pyridine , reagent , reactivity (psychology) , medicinal chemistry , malonate , chloride , organic chemistry , propene , catalysis , medicine , alternative medicine , pathology
Ethyl (5‐cyanomethyl‐1,3,4‐oxadiazol‐2‐yl)acetate ( 4 ) could be prepared by condensing cyanoacetohydrazide ( 2 ) with diethyl monoimidic malonate ( 1 ). The reactivity of 4 towards a variety of electrophilic reagents is reported. The reaction of 1 with 2‐amino‐1‐propene‐1,1,3‐tricarbonitrile gives the pyridine 12 which is converted into pyridopyridazine 13 on coupling with benzenediazonium chloride.