On May 25, 2022, Dass, Reuben; Singleton, Justin D.; Peterson, Matt A. published an article.Reference of 4-Phenylthiazol-2-amine The title of the article was An efficient synthesis of 4-Thiocyanato anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H2O. And the article contained the following:
Treatment of a variety of 2(3)-mono-substituted anilines with benzyltrimethylammonium dichloroiodate (1.2 equiv) and ammonium thiocyanate (1.2 equiv) in DMSO:H2O (9:1) at 70°C gave the corresponding 4-thiocyanato-2(3)-substituted anilines ArSC≡N [Ar = 4-OH-3-MeC6H3, 4-NH2-3-BrC6H3, 3-isoquinolyl, etc.] in excellent isolated yields (60-99%; ave. yield for all anilines = 90%). The reaction worked well for substrates with 2-halo, 2-alkoxy, 2-aryloxy, 2-alkyl, 2-dialkylamino, 2-N-sulfonylamino, 2-alkyn-1-yl, 2-cyano, 2-acyl, 2-sulfonyl, and 2-heteroaryl substitution. 3-Substituted, 3,5- or 2,6-disubstituted anilines and substituted phenols were also well tolerated. 4-Substituted anilines gave the corresponding 2-aminobenzothiazole products ArSC≡N, whereas 4-, 5-, 6-, or 7-substituted indoles were not reactive. Regioselective thiocyanation of 2-quinoline, 3-amino-1-methylpyrazole, 2-amino-4-phenylthiazole, and 2-phenylimidazo[1,2-a] pyridine was achieved in 93-99% yield, thus demonstrating the broad-substrate scope for this thiocyanation reaction. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Reference of 4-Phenylthiazol-2-amine
The Article related to thiocyanatoaniline preparation, aniline ammonium thiocyanate thiocyanation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Nitriles, Isonitriles, and Acyl Cyanides and other aspects.Reference of 4-Phenylthiazol-2-amine
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica