Oxidation of thiourea derivatives in glacial acetic acid. I was written by Klatsmanyi-Gabor, Piroska;Meisel, Tibor;Erdey, Laszlo. And the article was included in Acta Chimica Academiae Scientiarum Hungaricae in 1964.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:
The mechanism of the activity of the redox indicator [4-(4-MeOC6H4NH)-C6H4NH]2CS in AcOH medium was elucidated. An investigation of the oxidation of thiourea compounds by Br in AcOH and in AcOH containing NaOH revealed that aryl and diaryl thiourea derivatives were converted into benzothiazole compounds by ring closure, while similar derivatives containing non-aromatic substituents yielded di-sulfide compounds In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine).
N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica