MNDO (modified neglect of diatomic overlap) study of the nucleophilic substitution reactions of chloropyrimidines was written by Yukawa, Miho;Niiya, Tokihiro;Goto, Yoshinobu;Sakamoto, Takao;Yoshizawa, Hiroshi;Watanabe, Atsuko;Yamanaka, Hiroshi. And the article was included in Chemical & Pharmaceutical Bulletin in 1989.Quality Control of 4-Chloro-2-methoxypyrimidine This article mentions the following:
In the case of the reaction of 2,4-dichloropyrimidines I (R = H, Cl, Me, Ph, MeO2C) with MeO–, the replacement reaction of Cl by Me occurs predominantly at the 4-position, whereas the substitution takes place mainly at the 2-position when R = MeO. The effect of the substituent at the 6-position on the reactivity of the chlorine atom of the chloropyrimidines was studied by using a semiempirical MO method (MNDO method). Hence, the reaction process from the reactants to the Meisenheimer-type complex plays an important role in determining the direction of the progress of the reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-methoxypyrimidine (cas: 51421-99-9Quality Control of 4-Chloro-2-methoxypyrimidine).
4-Chloro-2-methoxypyrimidine (cas: 51421-99-9) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Quality Control of 4-Chloro-2-methoxypyrimidine
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia