The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. It is also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Related Products of 4595-59-9.
Khan, Ilham;Khalid, Muhammad;Adeel, Muhammad;Khan, Muhammad Usman;Khan, Muhammad Sohail;Ahmad, Naseeb;Ali, Akbar;Akram, Muhammad research published 《 Palladium-catalyzed synthesis of pyrimidine substituted diaryl ethers through Suzuki Miyaura coupling reactions: Experimental and DFT studies》, the research content is summarized as follows. Aryl and hetero-aryl substituted pyrimidine derivatives demonstrate widespread applications in nonlinear optics (NLO), agrochem. and therapeutic drugs. Therefore, 2-(4-phenoxyphenyl)pyrimidine (2-PPP) and 5-(4-phenoxyphenyl) pyrimidine (5-PPP) were synthesized by palladium-catalyzed Suzuki coupling approach. The structure elucidation of synthesized products was done by 1H-NMR, 13C-NMR, and UV-vis spectroscopic analyses. The natural bond orbital (NBO) anal. was performed using d. functional theory (DFT) assisted M06/6-311G** functional, which confirmed the existence of delocalization process and the hyper-conjugative interaction with representative transitions as π(C10-N16)→π*(C14-N17) and π(C26-N30)→π*(C9-N31) having stabilization energies of 36.30 and 36.55 kcal/mol for 2-PPP and 5-PPP, resp. The small energy ΔE LUMO HOMO gap as 5.330 eV in 2-PPP and 4.975 eV in 5-PPP was evident from the frontier MO (FMO) anal., computed at TD-DFT/M06/6-311G** level, Both the NBO and the FMO anal. predicted promising NLO mol. response. Furthermore, HF, LC-BLYP, CAM-B3LYP, M06-2X, and M06 methods, along with the 6-311G** basis set, were utilized to acquire the NLO findings of 2-PPP and 5-PPP. M06 and HF methods indicated the largest and lowest values of average polarizability α and first hyperpolarizability (βtot), resp. for both the compounds 2-PPP and 5-PPP. The α and βtot values of 2-PPP and 5-PPP were observed as 7.0 and 7.3 times and 15 and 36 times higher than the urea mol., resp. Both compounds hold fine NLO characteristics, thus recommended for future NLO applications.
Related Products of 4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia