1017535-56-6Relevant articles and documents
Zinc acetate-mediated regioselective N-acylation of 1,3-disubstituted selenoureas
Li, Xue,Gan, Bin,Peng, Zhixiang,Mi, Zhisheng,Xie, Yuanyuan
, p. 251 - 254 (2018/06/27)
N-acetylureas were synthesised regioselectively from 1,3-disubstituted selenoureas and zinc acetate. Regioselectivity was dependent on the pKa of the amine attached to the selenourea and occurred towards the amine with the lower pKa. The approach provided a simple, mild and efficient way to construct various N-acetylureas regioselectively in moderate to good yields (53-88%). A plausible mechanism was proposed for the formation of N-acetylureas.
Oxidative desulfurization of disubstituted thioureas using Pb(II) salts and investigation of pKa-dependent regioselective N-acylation
Ghosh, Harisadhan,Sarkar, Soumya,Ali, Abdur Rezzak,Patel, Bhisma K.
experimental part, p. 1 - 11 (2010/10/01)
A highly efficient method for the N-acylation of both symmetrical and unsymmetrical thioureas by the use of lead (II) salts and triethylamine has been achieved. The reaction gives regioselective N-acylated product for unsymmetrical thiourea. For unsymmetrical thiuourea, regioselective N-acylation takes place towards the amine having lower pKa.A linear correlation between the pKas of the amines and the regioselective Nacylation is found. Another attractive feature of this transformation is that lead sulfide, which is important to material science, is obtained as a side product (nanocubes of 20 nm).
