《Synthesis and evaluation of antibacterial activity of some new N,N’-(5-(6-(4-substitutedphenyl)imidazo[2,1-b][1,3,4]-thiadiazol-2-yl)pyrimidine-2,4-diyl)diacetamide derivatives》 was published in Pharma Chemica in 2010. These research results belong to Sankangoud, Ramappa M.; Chatni, Nandini B.; Goudanavar, Prakash S.. Reference of Ethyl 2,4-diaminopyrimidine-5-carboxylate The article mentions the following:
A series of new N,N’-(5-(6-(4-substitutedphenyl)imidazo[2,1-b][1,3,4]-thiadiazol-2-yl)pyrimidine-2,4-diyl)diacetamide derivatives, e. g. I, were synthesized and tested for their antibacterial activity. Guanidine carbonate & Et (ethoxymethylene) cyanoacetate were used as the starting materials for the preparation of ethyl-2,4-diaminopyrimidine-5-carboxylate. The reactive amino groups were acetylated using acetic anhydride in presence of DMF to form Et 2,4-diacetamidopyrimidine-5-carboxylate. Efforts without masking the reactive amino groups on pyrimidine at this stage did not yield the target compounds Further Et group from position 5 was removed as ethanol by refluxing with 10% alc. NaOH for 10 min to form 2,4-diacetamidopyrimidine-5-carboxylic acid. This acid was refluxed for 4 h with thiosemicarbazide and phosphorous oxychloride to get N,N’-(5-(5-amino-1,3,4-thiadiazol-2-yl)pyrimidine-2,4-diyl)diacetamide. Further target compounds were synthesized using different substituted phenacyl bromides and their structureswere confirmed by IR and 1H NMR spectroscopy. They were tested for their antibacterial activities using cup-plate-agar-diffusion method and 3 compounds have shown potent activity against both gram-pos. and gram-neg. microorganisms as compared to the standard drug methotrexate. In the experimental materials used by the author, we found Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1Reference of Ethyl 2,4-diaminopyrimidine-5-carboxylate)
Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Reference of Ethyl 2,4-diaminopyrimidine-5-carboxylate
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia