2-Aminobenzothiazole

2-Aminobenzothiazole.svg 1,3-Benzothiazol-2-amine 2-aminobenzthiazole 136-95-8 205-268-4 167751 329785 8382 8706 08K5TLY3EQ 2811 (2-AMINOBENZOTHIAZOLE) 1S/C7H6N2S/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H,(H2,8,9) UHGULLIUJBCTEF-UHFFFAOYSA-N C1=CC=C2C(=C1)N=C(S2)N 7 6 2 1 1.753 g/cm310.1107/S1600536809027561 1,3-Benzothiazol-2-amine 2009 Altaf Muhammad Stoeckli-Evans Helen Acta Crystallographica Section E: Structure Reports Online 65 8 o1894 21583584 2977242 2009AcCrE..65o1894A 126-129 07 09 Warning 302 319 400 264 264+265 270 273 280 301+317 305+351+338 330 337+317 391 501 2-Aminobenzothiazole is the organic compound with the formula C6H4S(N)CNH2. It is related to the parent benzothiazole, but with an amino group at the unique methyne position on the thiazole ring. As confirmed by X-ray crystallography, it is a planar molecule, which exists as the amine tautomer. 2-Aminobenzothiazoles are often prepared by cyclization of 2-bromo-substituted arylthioureas.10.1021/cc900027c Synthesis of 2-Aminobenzothiazole via Copper(I)-Catalyzed Tandem Reaction of 2-Iodobenzenamine with Isothiocyanate 2009 Ding Qiuping He Xiaodan Wu Jie Journal of Combinatorial Chemistry 11 4 587–591 19449803 BrC6H4NHC(S)NH2 -> C6H4SNCNH2 + HBr Isothiocyanic acid, which can be generated in situ from sodium thiocyanate, adds to anilines to also afford 2-aminobenzothiazoles. Allen, C. F. H.; VanAllan, J. 2-Amino-6-Methylbenzothiazole 22 16 1942 10.15227/orgsyn.022.0016 Many other methods are available.10.1039/C4RA07437H Recent Advances in the Synthesis of 2-Substituted Benzothiazoles: A Review 2014 Prajapati Neelam P. Vekariya Rajesh H. Borad Mayuri A. Patel Hitesh D. RSC Adv 4 104 60176–60208 2014RSCAd...460176P Diazotization of 2-aminobenzothiazoles gives diazonium salts. These salts undergo azo coupling with anilines. In this way some are prepared some useful dyes such as Basic Blue 54.10.1002/14356007.a16_487.pub2 Methine Dyes and Pigments Ullmann's Encyclopedia of Industrial Chemistry 2008 Berneth Horst 978-3-527-30385-4 References Category:Aromatic amines Category:Aromatic bases Category:Benzothiazoles Category:Thioureas