Inamoto, Kiyofumi et al. published their research in Advanced Synthesis & Catalysis in 2010 | CAS: 1843-21-6

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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.Safety of N-Phenylbenzo[d]thiazol-2-amine

Use of molecular oxygen as a reoxidant in the synthesis of 2-substituted benzothiazoles via palladium-catalyzed C-H functionalization/intramolecular C-S bond formation was written by Inamoto, Kiyofumi;Hasegawa, Chisa;Kawasaki, Junpei;Hiroya, Kou;Doi, Takayuki. And the article was included in Advanced Synthesis & Catalysis in 2010.Safety of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Mol. oxygen (O2) was successfully employed as a reoxidant in cyclizations of thiobenzanilides through a palladium-catalyzed C-H functionalization/intramol. C-S bond formation process, leading to an efficient, green method for the synthesis of 2-arylbenzothiazoles I (R1 = 6-CN, 6-EtOCO, 6-NO2, 6-MeO, 5-MeO, 4-Me, 6-Cl, 6-Br, 5-Br, 6-I, 4-F, 5-N, 6-N, R2 = H; R1 = H, R2 = 4-CN, 4-Cl, 4-MeO, 3-MeO; R1 =6-CN, R2 = 4-MeO). Addition of cesium fluoride (CsF) greatly enhanced the reactions, which produced variously substituted 2-aryl-benzothiazoles with good functional group tolerance. Thioureas were also found to be suitable substrates for the cyclization process using a palladium/O2 catalyst system, thus generating 2-aminobenzothiazoles II (R1 = H, R2 = 4-MeO-Bn, 4-NO2-Bn, 2-Me-Bn, Ph, 1-Ph-Et, R3 = H ; R1 = H, 6-MeO, 6-CN, 4-Me, R2 = Bn, R3 = H; R1 = H, R2, R3 = morpholinyl). One-pot syntheses of 2-aminobenzothiazoles II from aryl isothiocyanates and amines were also successful. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Safety of N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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.Safety of N-Phenylbenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica