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1,2,3‐Thiadiazole derivatives with a nearly linear N‐S…O grouping. X‐ray crystal structure analysis of four methylated products of 4‐phenyl‐1,2,3‐thiadiazole‐5‐carbaldoxime
Author(s) -
L'Abbé Gerrit,
Bastin Lieve,
Dehaen Wim,
Van Meervelt Luc,
FeneauDupont J.,
Declercq J. P.
Publication year - 1992
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.5570290714
Subject(s) - chemistry , crystal structure , x ray , oxime , nitroso , stereochemistry , crystallography , single crystal , medicinal chemistry , physics , quantum mechanics
The title oxime 6 was methylated under different conditions and yielded four monomethylated products 7‐10 and two bismethylated products 11 and 12 which were easily distinguished by their 13 C nmr spectra. In view of the potential thiapentalene character of 8, 9, 10 and 11 , their X‐ray crystal structures were determined. The structural properties of the nitroso compound 9 are in accordance with a thiapentalene structure, whereas those of the other compounds deviate in the order 10 < 11 < < 8 .