In 1970,Chemical & Pharmaceutical Bulletin included an article by Nishigaki, Sadao; Senga, Keitaro; Aida, Kyoko; Takabatake, Toyomi; Yoneda, Fumio. Synthetic Route of C7H10N4O2. The article was titled 《Condensation reactions of ethyl ethoxymethylenecyanoacetate with amidines》. The information in the text is summarized as follows:
The pyrimidine synthesis from ethyl ethoxymethylenecyanoacetate (EMCE) and amidines is significantly influenced by the mole ratios of reacting components. In general the use of excess amidine gives better yields. Condensation of EMCE with excess acetamidine gives 4-hydroxy-2-methyl-5-pyrimidinecarbonitrile acetamidinate as the main product in good yield. Reaction between EMCE and excess 2-ethyl-2-thiopseudourea gives 2-ethylthio-4-hydroxy-5-pyrimidinecarbonitrile 2-ethyl-2-thiopseudoureate rather than 3-[3 – [[amino(ethylthio)methylene]amino] – 2 – cyanoacryloyl] – 2 – ethyl-2-thiopseudourea originally claimed. The condensation reactions of EMCE with other amidines such as guanidine and benzamidine have been studied.Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1Synthetic Route of C7H10N4O2) was used in this study.
Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Synthetic Route of C7H10N4O2
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia