Synthesis with pyrimidinyllithium compounds and properties of a series of 4,4′- and 4,5′-bipyrimidine derivatives was written by Strekowski, Lucjan. And the article was included in Seria Chemia (Uniwersytet im. Adama Mickiewicza w Poznaniu) in 1976.Name: 5-Bromo-2-chloro-4-(methylthio)pyrimidine This article mentions the following:
4,5′-Bipyrimidines with methoxy or methylthio substituents at positions 4′ and 6 were prepared In a typical run, a 5-bromo-4-methoxypyrimidine was treated with ∼0.6-0.8 molar equivalent BuLi, kept, then quenched with H2O. 5-Bromo-2,4-bis(alkylthio)pyrimidines and 5-bromo-2,4-di-tert-butoxypyrimidine (I) in THF gave rise to mixtures of 4,4′- and 4,5′-bipyrimidine, but in Et2O I gave rise to the 4,5′-bipyrimidine only. The bipyrimidines can be formed through the nucleophilic addition of pyrimidinyl-lithiums to 4,5-didehydropyrimidines or to the N(1)-C(6) azomethine bond in the pyrimidine ring of the substrates. 5-Bromo-2,4-dichloropyrimidine on treatment with controlled quantities of nucleophiles, such as alkoxide and alkylmercaptide anions and secondary amines, could exchange its Cl at position 4 with high selectivity. A nucleophilic displacement of the Cl at position 2 in the products gave rise to 5-bromopyrimidines with various substituents at positions 2 and 4. Mass spectra of the pyrimidine derivatives were reported. Some of the compounds showed unusual decomposition patterns of the mol. ions. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-chloro-4-(methylthio)pyrimidine (cas: 59549-51-8Name: 5-Bromo-2-chloro-4-(methylthio)pyrimidine).
5-Bromo-2-chloro-4-(methylthio)pyrimidine (cas: 59549-51-8) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Name: 5-Bromo-2-chloro-4-(methylthio)pyrimidine
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia