Carbon-13 NMR studies of variously substituted phenylthiazoles. Substituent effects, conformational study and prototropic tautomerism was written by Faure, Robert;Assaf, Abdelghani;Vincent, Emile Jean;Aune, Jean Pierre. And the article was included in Journal de Chimie Physique et de Physico-Chimie Biologique in 1978.Synthetic Route of C9H7NS This article mentions the following:
The 13C NMR of I (R = H, 2-Ph, 4-Ph, 5-Ph) was examined and the dihedral angle between the Ph and thiazole ring systems determined; comparison of other heterocyclic ring systems with I indicated that the perturbation observed on Ph substitution decreased with the increase in heteroatom electronegativity. Steric interactions were observed in 4,5-disubstituted phenylthiazoles and the substituent effects were nonadditive; additivity was observed in 2,4- and 2,5-disubstituted phenylthiazoles. The protonation of I and the tautomerization of II (R1 = H, Ph; R2 = NH2, SH, OH) was also discussed. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Synthetic Route of C9H7NS).
5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Synthetic Route of C9H7NS
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica