Microwave-Accelerated Solvent- and Catalyst-Free Synthesis of 4-Aminoaryl/alkyl-7-chloroquinolines and 2-Aminoaryl/alkylbenzothiazoles was written by Motiwala, Hashim F.;Kumar, Raj;Chakraborti, Asit K.. And the article was included in Australian Journal of Chemistry in 2007.Safety of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:
An efficient synthesis of 4-aminoaryl/alkyl-7-chloroquinolines, e.g., I (R = H, Me, MeO, F, Cl, Br, OH, Ac, CO2Me or NO2), and 2-aminoaryl/alkylbenzothiazoles has been developed by microwave-accelerated regioselective aromatic nucleophilic substitution of 4,7-dichloroquinoline and 2-chlorobenzothiazole with aromatic and aliphatic amines under solvent-free conditions in the absence of any added protic or Lewis acid catalyst. Chemoselective reaction with the amino group in preference to the phenolic hydroxy group was observed Thus, the treatment of 4,7-dichloroquinoline (1 equivalent) with a mixture of aniline (2 equivalent) and phenol (2 equivalent) afforded exclusive formation of 4-aminophenyl-7-chloroquinoline. When 4,7-dichloroquinoline (1 equivalent) was sep. treated with 2-aminophenol (2 equivalent) and 4-aminophenol (2 equivalent), 4-(2′-hydroxyphenyl)-7-chloroquinoline and 4-(4′-hydroxyphenyl)-7-chloroquinoline, resp., were formed. 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. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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.Safety of N-Phenylbenzo[d]thiazol-2-amine
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica