Abstract
| - The reaction of molecular bromine (Br2) witharylthioureas is known to produce 2-aminobenzothiazoles(Hugerschoff reaction). We show here that benzyltrimethylammonium tribromide (1, PhCH2NMe3Br3), a stable, crystalline organic ammonium tribromide (OATB), can be readilyutilized as an alternative electrophilic bromine source. It iseasier to control the stoichiometry of addition with an OATB,which minimizes aromatic bromination caused by excessreagent. We have developed a direct procedure from isothiocyanates and amines using tetrabutylammonium thiocyanate (Bu4NSCN) and PhCH2NMe3Br3 to afford functionalized2-aminobenzothiazoles.
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