Premium
Ring opening in the amination of 3‐X‐1,2,4‐triazines [1,2]. A 15 N study
Author(s) -
Rykowski Andrzej,
Van Der Plas Henk C.
Publication year - 1984
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.5570210233
Subject(s) - chemistry , amination , ring (chemistry) , liquid ammonia , amide , labelling , triazine , ammonia , medicinal chemistry , potassium , amine gas treating , organic chemistry , catalysis , biochemistry
Evidence, based on 15 N‐labelling studies, has been obtained that the amino‐dechlorination of 3‐chloro‐1,2,4‐benzotriazine by potassium amide in liquid ammonia occurs according to an S N (AE) ipso process, while the amino‐dechlorination of 3‐chlorophenanthro[9,10‐ e ]‐1,2,4‐triazine reacts for more than 90% according to a process involving a ring opening reaction [S N (ANRORC) ipos substitution].