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Nuclear magnetic resonance data of pyrido[2,3‐ B ] pyrazines and their σ‐adducts with amide ion and water
Author(s) -
Nagel A.,
Van Der Plas H. C.,
Geurtsen G.,
Van Veldhuizen A.
Publication year - 1979
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.5570160221
Subject(s) - chemistry , pyrazine , amide , nuclear magnetic resonance spectroscopy , adduct , hydrochloric acid , ion , medicinal chemistry , resonance (particle physics) , chemical shift , carbon 13 nmr , stereochemistry , organic chemistry , physics , particle physics
13 C nmr spectral data of the parent substance pyrido[2,3‐ b ]pyrazine and several of its derivatives (containing one or more chloro, amino, oxo, bromo, fluoro, phenyl, methyl, hydrazino or t ‐butyl substituents) are reported. The 13 C nmr spectrum of the parent substance has been assigned conclusively by 13 C ‐labelling. Additionally we proved, the existence of anionic 1:1 σ‐adducls i.e., 3‐amino‐3,4‐dihydropyrido[2,3‐ b ]pyrazine, the formation of 3‐amino‐2‐ t ‐butyl‐6‐chloro‐3,4‐dihydropyrido[2,3‐ b ]pyrazinide ion and by 1 H nmr spectroscopy 2‐amino‐1,2‐dihydro‐3‐phenylpyrido[2,3‐ b ]pyrazinide ion. The 13 C nmr data of the cation of the dihydrale 2,3‐dihydroxy‐1,2,3,4‐tetrahydropyrido[2,3‐ b ]pyrazine, present in a solution of the parent compound in N hydrochloric acid, are given.