Ring opening in the amination of 3-X-1,2,4-triazines [1,2]. A 15N study |
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| Authors: | Andrzej Rykowski Henk C. Van Der Plas |
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| Affiliation: | 1. Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw, Poland;2. Laboratory of Organic Chemistry, Agricultural University, Wageningen, The Netherlands |
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| Abstract: | Evidence, based on 15N-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 SN(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 [SN(ANRORC)ipos substitution]. |
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