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Reactions with heterocyclic amidines 1 . Cyanoethylation of cyclic amidines
Author(s) -
Fahmy Sherif Mahmoud,
Kandeel Ezzat Mohamed,
Elsayed ElFarouk Rabia,
Elnagdi Mohamed Hilmy
Publication year - 1978
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570150810
Subject(s) - acrylonitrile , chemistry , yield (engineering) , adduct , derivative (finance) , oxadiazole , medicinal chemistry , organic chemistry , polymer chemistry , polymer , copolymer , materials science , economics , financial economics , metallurgy
2‐Amino‐5‐phenyl‐1,3,4‐oxadiazole ( 1a ) and 2‐amino‐1,3,4‐thiadiazole ( 1b ) reacted with acrylonitrile to yield β‐cyanoethylamino derivatives. On the other hand, 2‐amino‐4‐phenylthiazole ( 2 ) reacted with acrylonitrile under the same experimental conditions to yield a di‐β‐cyanoethylaminothiazole derivative. 3‐Phenyl‐Δ 2 ‐1,2,4‐triazoline‐5‐thione reacted with acrylonitrile to yield the corresponding adduct. The structure of the adduct was established by its conversion into the acid 13 which could be synthesised via another independent route.