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Part-IISynthesis of Pyrimidinesof equimolar quantities of thiophene o-aminonitrile and chloroacetonitrile was affected byemploying dry HCl in different molar quantities.With 1, 2 and 3 molar equivalents of a solution of dry HCl in dioxane, the product of thereaction was not the 4-chlorothienopyrimidine, but instead, the 4-aminothienopyrimidine.Addition of further excess of dry HCl, however, led to the formation the 4-chloropyrimidine. 60NH 2NCNClCH 2 CN1,2 or 3 moles ofdry HCl in dioxaneSIIIClNClS12bNH 2ClCH 2 CNExcess of HCl/dioxaneSIVNNClThe above observations indicated the possibility of the formation of 4-chloropyrimidinethrough the 4-aminopyrimidine in the presence of excess of dry HCl gas, by the additioneliminationof HCl and NH 4 Cl (Scheme 8).NNH 2H 2 NCldry HCl+ RCNNdry HClNHNH 2NRNR-NH 4 Cldry HClClNScheme 8NRHowever, the possibility of the 4-aminopyrimidine as an intermediate in the formation of4-chloropyrimidine has been excluded experimentally by bubbling excess of dry HCl gasthrough the solution of the preformed 4-aminothienopyrimidine in dioxane, under samestandard reaction conditions. The workup of the reaction mixture didn’t yield the257

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