in Wiley Online Library (wileyonlinelibrary.com).Synthesis of novel imidazopyrimidines has been reported. These systems contain carbethoxy group at C5 of pyrimidine and bromine at C2 of imidazole. Reactivity of these two groups was studied, and the mobility of the carbethoxy group was confirmed by tracing the formation of the amide product and also with isolation of alkyl analogs while bromine did not react with N-nucleophiles under various reaction conditions employed. New conjugates combine the properties of dihydropyrimidine and imidazole and therefore lead to the expansion of original properties of each heterocyclic moiety within the system.
The title compound, C24H18N2O4S, crystallizes in the orthorhombic P212121 space group, indicating the existence of only one enantiomer with an S configuration of the chiral center in the crystal phase. The dihydropyrimidine ring adopts a twist-boat conformation while the quinone ring is slightly non-planar. In the crystal, molecules are linked by weak C—H...O and C—H...S hydrogen bonds and C—H...π interactions. In addition, a short intermolecular S...N contact of 3.250 (3) Å indicates an interaction between the S atom and the π-system of the thiazole ring.
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