Oxidation of aromatic thiocarbamides. Tetraphenyl formamidine monosulfide hydrobromide was written by Suresh, K. S.. And the article was included in Journal of the Indian Chemical Society in 1960.Application of 1843-21-6 This article mentions the following:
Br (6 ml. in 100 ml. 50% EtOH) was added to 16 g. thiocarbanilide (I) in 160 ml. alc. and kept 1.5 hr. at 60° and S was filtered off. The mixture was kept overnight and filtered to give 6-8 g. PhHNC(:NPh)SC(:NPh)NHPh.HBr (II), m. 156°; picrate m. 118°. II with boiling H2O gave PhHNC(:NPh)NHPh (III); III and NH3 gave phenylthiourea (IV). II with NH3 gave III and IV. II with boiling acidified EtOH gave carbanilide (V) and I; the filtrate and NH3 gave IV. II with p-toluidine (150-60°, 15 min.) gave N-phenyl-N’-(p-tolyl)thiourea. III and V were also obtained. Addition of Br (in EtOH) to II (in alc. with HBr) gave, on basification, a thiadiazole (VI), m. 136°. Br solution (17 ml.) (1 ml. Br in 20 ml. CHCl3) was added to 5 g. II in 50 ml. CHCl3 to give 6 g. of solid (VII), C26H23N4Br4S (sic), containing 3 active Br. VII with Na bisulfite gave VI, C26H20N4S.HBr. VI with Br gave a solid, m. 85-95°. II (2 g.) with 3 ml. SOCl2 gave a solid (VIII), m. 100-30°, and (from the filtrate) 2-phenylaminobenzothiazole. VIII kept with H2O overnight gave VI. VIII with Na bisulfite gave II. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application of 1843-21-6).
N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Application of 1843-21-6
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica