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 | Zendy

L'Abbé Gerrit | Zendy; Bastin Lieve | Zendy; Dehaen Wim | Zendy; Van Meervelt Luc | Zendy; FeneauDupont J. | Zendy; Declercq J. P. | Zendy

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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 .

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