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Utilization of deuterium labelling and 13 C NMR spectroscopy in the investigation of the condensation of 1‐Methyl‐5‐nitroimidazole‐2‐aldehyde and 2‐Amino‐4‐methylpyrimidine
Author(s) -
Bradamante Silvia,
Colombo Silvana,
Vittadini Giorgio
Publication year - 1981
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.5570180724
Subject(s) - chemistry , deuterium , labelling , aldehyde , trifluoroacetic acid , pyrimidine , condensation , nuclear magnetic resonance spectroscopy , methyl group , carbon 13 nmr , nitroimidazole , condensation reaction , medicinal chemistry , organic chemistry , stereochemistry , group (periodic table) , catalysis , biochemistry , physics , quantum mechanics , thermodynamics
The product obtained condensing l‐methyl‐5‐nitroimidazole‐2‐aldehyde with 2‐amino‐4‐trideuteriomethyl‐pyrimidine and showing total deuterium incorporation at one of the olefinic carbons and partial deuterium incorporation para to the amino group, served to assign 13 C and 1 H resonances in the condensation products 3. The nature of the species undergoing condensation has been inferred from labelling experiments and from 1 H and 13 C nmr spectra of precursors and products in dimethylsulfoxide and trifluoroacetic acid.