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1,2,4‐Triazoles. V . Nuclear magnetic resonance study of N ‐Methyl derivatives of 1,2,4‐triazoles
Author(s) -
Kubota Seiju,
Uda Masayuki,
Nakagawa Toshiro
Publication year - 1975
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.5570120509
Subject(s) - chemistry , chemical shift , methyl group , methylation , substitution (logic) , stereochemistry , medicinal chemistry , group (periodic table) , organic chemistry , biochemistry , computer science , gene , programming language
The chemical shifts of the N ‐methyl protons of a number of N ‐methylated‐1,2,4‐triazoles were studied. Substitution of methyl and methylthio groups in position 3 causes upfield shifts of the N ‐methyl signals, while substitution of α‐pyridyl, γ‐pyridyl, and phenyl groups causes downfield shifts. In 3,5‐disubstituted 1,2,4‐triazoles, substituents in positions 3 and 5 have additive effects on the chemical shifts of N ‐methyl groups, so that the chemical shifts of the N ‐methyl groups of such compounds can be calculated. In this way, it was possible to assign the peaks of mixtures of N ‐monomethylated derivatives obtained by methylation of 1,2,4‐triazoles.