Nucleic acid components and their analogs. CLVIII. Preparation of some substituted 2-amino- and 2-mercaptopyrimidines from trimethinium salts was written by Holy, Antonin;Arnold, Zdenek. And the article was included in Collection of Czechoslovak Chemical Communications in 1973.Reference of 1753-48-6 This article mentions the following:
Condensation of Me2NCR:CR1CH:N(+)Me2(ClO4)(-) (I) (R = H, alkyl, NMe2; R1 = H, alkyl, halo, CN, CO2Et, OCH2Ph) with (H2N)2C:NH or (H2N)2C:S gave II (R2 = NH2) and II (R2 = SH), resp. I (R = H; R1 = OCH2Ph) was prepared from PhCH2OCH2CH(OEt)2 by reaction with ClCH:N(+)Me2Cl(-), hydrolysis, and treatment with Me2NH. I (R = NMe2; R1 = CO2Et) and I (R = NMe2; R1 = CN) were prepared analogously from Me2NCOCH2CO2Et and Me2NCOCH2CN, resp. 5-Methyl-2-pyrimidinone was prepared from II (R = H; R1 = Me; R2 = SH) and ClCH2CO2H. Reaction of II (R = H; R1 = OCH2Ph; R2 = NH2) and II (R = H; R1 = OEt; R2 = NH2) in aqueous dioxane with HONO gave 5-benzyloxy-2-pyrimidinone and 5-ethoxy-2-pyrimidinone, resp. In the experiment, the researchers used many compounds, for example, 2-Aminopyrimidine-5-carbonitrile (cas: 1753-48-6Reference of 1753-48-6).
2-Aminopyrimidine-5-carbonitrile (cas: 1753-48-6) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Reference of 1753-48-6
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts