title: Solid phase synthesis of 2-aminobenzothiazoles.
abstract: A traceless solid supported protocol for the synthesis of 2-aminobenzothiazoles is described, employing resin-bound acyl-isothiocyanate and a series of anilines. Cyclization of the resulting N-acyl, N'-phenyl-thioureas generates the 2-aminobenzothiazole scaffold, which can be further elaborated prior to hydrazine-mediated cleavage of the final products from the carboxy-polystyrene resin. A small, focused library of 2-aminobenzothiazoles was prepared.
authors: Department of Chemistry, University of Pennsylvania, 231 South 34th St., Philadelphia, PA 19104-6323, United States.
authors: Francesco
authors: F
authors: Piscitelli
authors: Carlo
authors: C
authors: Ballatore
authors: Amos B
authors: AB
authors: Smith
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D006834:Hydrazines / Q000737:chemistry; D017879:Isothiocyanates / Q000737:chemistry; D008968:Molecular Conformation; D013890:Thiourea / Q000737:chemistry
chemical_list: D000814:Aniline Compounds; D052160:Benzothiazoles; D006834:Hydrazines; D017879:Isothiocyanates; C523775:aminobenzothiazole compound; C029424:hydrazine; C037152:isothiocyanic acid; D013890:Thiourea; C023650:aniline