The author of 《Formation of Pyrimidines by Use of Nitromalonic Aldehyde》 were Hale, William J.; Brill, Harvey C.. And the article was published in Journal of the American Chemical Society in 1912. Product Details of 14001-69-5 The author mentioned the following in the article:
Urea and Na nitromalonic aldehyde in H2O condense in presence of a little piperidine to nitromalonic aldehyde monoureide, NH2CON : C2H2(NO2)CHO, m. 154° (corrected). Sodium salt + 3 H2O. On passing dry HCl into an alc. solution of nitromalonic aldehyde nonanil and urea, there appeared nitromalonic aldehyde ureideanil, PhN : CCH(NO2)CH:NCONH2, red, needle-like crystals m. 211° (corrected). Nitromalonic aldehyde ureideoxime, yellow leaf-like crystals, m. 174-5° (corrected). On treating the monourcide with phenylhydrazine, the urea nucleus was displaced and 1-phenyl-4-nitropyrazole resulted. The mother liquor from the nitromalonic aldehyde monureide on standing slowly deposited 5-nitro-2-hydroxypyrimidine, HOC : NCH : CNO2, small yellow plates, m. 203.5° (corrected). Sodium salt + 2 H2O, red crystals. Potassium salt + H2O yellow prismatic crystals. Barium salt + 4 H2O, reddish brown. Silver salt, reddish yellow color. On warming the Na salt with MeI in alc., 5-nitro-2-methoxypyrimidine, platelike crystals m. 168-9° (corrected). Benzamidine hydrochloride, and Na nitromalonic nldehyde in H2O gave 5-nitro-2-phenylpyrimidine, soft plates m. 219° (corrected). Guanidine carbonate and Na nitromalonic aldehyde in presence of a little piperidine give a quant. yield of 5-nitro-2-aminopyrimidine, colorless needles, m. 236° (corrected); on b. with alkali, NH3 is evolved. 5-Nitro-2-acetylaminopyrimidine, crystals, m. 172-5° (corrected). On adding a little KOH to 5-nitro-2-aminopyrimidine in CS2, 5,5′-dinitro-2,2′-dipyrimidylthiocarbamide, leaflets, m. 230-1° (corrected) was obtained. Nitromalonic aldehyde monophenylureide, crystalline, 176-7° (corrected). Nitromalonic aldehyde monobenzylureide, crystalline, m. 150-1° (corrected). Nitromalonic aldehyde monomethylureide, yellow crystals. In the experimental materials used by the author, we found 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Product Details of 14001-69-5)
2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Product Details of 14001-69-5
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia