Arylthioureas with bromine or its equivalents gives no 'Hugerschoff' reaction product.
The in situ generated aryl-alkyl unsymmetrical thiourea obtained by the reaction of an aryl isothiocyanate with an aliphatic secondary amine on treatment with bromine or its equivalent gave exclusively a product having a thioamido guanidino moiety and not the expected Hugerschoff product 2-aminobenzothiazole. A plausible reaction mechanism has been proposed for this unprecedented transformation and the scope has been extended to various substrates.
Yella
Ramesh
R
Indian Institute of Technology Guwahati, Guwahati 781 039, Assam, India.
Murru
Siva
S
Ali
Abdur Rezzak
AR
Patel
Bhisma K
BK