Bromination of pyrimidines by N-bromosuccinimide was written by Nishiwaki, Tarozaemon. And the article was included in Chem. & Pharm. Bull. (Tokyo) in 1961.HPLC of Formula: 63931-22-6 This article mentions the following:
Pyrimidines having potentially tautomeric groups at the 2-, 4-, or 6-position were brominated preferentially at the 5-position by N-bromosuccinimide (I) in HOAc. Thus, 0.01 mole pyrimidine in 20 ml. HOAc was treated with 0.01 mole I 1 hr. at 100°. The precipitate was collected and crystallized to give N:CR1N:CR2.CBr:CR3 (R1, R2, R3, m.p., and % yield given): OH, OH, H, 295° 59; OH, OH, Me, 248°, 76; H, OH, OH, 264°, 61; NH2, OH, H, 275°, 83; NH2, OH, Me, 249°, 61; NH2, H, H, 239-40°, 62; NH2, Cl, Cl, 235-6°, 63; NH2, Me, Me, 183-4°, 75; NH2, Ph, Me, 125-8°, 70; Cl, Cl, NH2, 155-7°, 79; SMe, OH, H, 252°, 41; SMe, OH, Me, 246°, 21; SMe, OH, NH2, -, 60; SMe, Cl, NH2, 164-5°, 66; SEt, OH, H, 185-7.5°, 47. An ionic mechanism was postulated as yields were improved by addition of AlCl3, FeCl3, SnCl4, and picric acid and not reduced by radical inhibitors. The bromination by I of O- and S-alkylpyrimidines, 1,3,4-trimethyluracil, and 2,4-dichloro-6-methylpyrimidine by this method was not successful. In the experiment, the researchers used many compounds, for example, 5-Bromo-6-chloro-2-(methylthio)pyrimidin-4-amine (cas: 63931-22-6HPLC of Formula: 63931-22-6).
5-Bromo-6-chloro-2-(methylthio)pyrimidin-4-amine (cas: 63931-22-6) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.HPLC of Formula: 63931-22-6
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia