On November 30, 2013, Chernikova, I. B.; Khursan, S. L.; Spirikhin, L. V.; Yunusov, M. S. published an article.Computed Properties of 626-48-2 The title of the article was Electrophilic ipso-substitution in uracil derivatives. And the article contained the following:
Treatment of 5-iodo-1,3,6-trimethyluracil with 50% H2SO4 gives 1,3,6-trimethyluracil; with 5-bromo-1,3,6-trimethyluracil, a mixture of 1,3,6-trimethyluracil and 6-bromomethyl-1,3-dimethyluracil is obtained. 5-Chloro-1,3,6-trimethyluracil remains inert under these conditions. According to the DFT modeling of the reactions of 5-halo-1,3,6-trimethyluracils, a nucleophilic agent can abstract either Hal+ or the Me proton from the carbocation formed by protonation of the starting halouracil at position 5, which accounts for the formation of two products from the 5-bromo derivative Under similar conditions, 6-methyluracil dibromohydrin yields N-bromo-5-bromo-6-hydroxymethyluracil. Bromination or chlorination of 5-hydroxymethyl- or 5-formyl-6-methyluracils follows the ipso-substitution scheme leading to 6-methyluracil 5-halo- and 5,5-dihalohydrins. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Computed Properties of 626-48-2
The Article related to electrophilic ipso substitution uracil derivative, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Computed Properties of 626-48-2
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia