An efficient and regioselective one-pot multi-component synthesis of pyrimido[4,5-d]pyrimidine derivatives in water

Green synthesis of new pyrimido[4,5‐d]pyrimidine derivatives using 7‐aminonaphthalene‐1,3‐disulfonic acid‐functionalized magnetic Fe3O4@SiO2 nanoparticles as catalyst

“…A plausible mechanism to explain the three‐component condensation reactions between phenylisothiocyanate, aldehyde and N , N ‐dimethyl‐6‐amino uracil based on previously reported reactions is depicted in Scheme . Initially, the catalyst‐accelerated condensation of N,N ‐dimethyl 6‐amino uracil with phenylisothiocyanate was applied to produce the intermediate (A).…”

Conventional and Microwave‐assisted Total Synthesis, Antioxidant Capacity, Biological Activity, and Molecular Docking Studies of New Hybrid Compounds

“…The key intermediates 4 and 7a,b can be regarded as cyclic (thio)amides, and the hydrogen atom attached to the nitrogen atom should be appreciably liable to participate in the Mannich condensation. The condensation of these intermediates (4 and 7a,b) with formaldehyde and various primary or secondary amines thus resulted in the formation of the corresponding Mannich base derivatives (11)(12)(13)(14)(15)(16). Three methods were used for this treatment, including conventional and MWassisted synthesis and the use of a catalyst (Scheme 4).…”

“…These methodologies involve a combination of a number of technologies and economic targets. Multicomponent reactions, which contain the reaction of at least three components via one‐pot process to give a single product, represent a unique strategy leading to the formation of various bioactive molecules, because of their convergence, low energy consumption, minimum waste production, facile execution, high selectivity, and productivity . In addition, microwave (MW)‐assisted techniques are reported to be more effective in terms of the environment, reaction time, high yields, ease of work‐up, and isolation of products.…”

Bicyclic 6 + 6 systems: the chemistry of pyrimido[4,5-d]pyrimidines and pyrimido[5,4-d]pyrimidines

“…23 Moreover, pyrimidopyrimidines are conveyed as receptors for tyrosine kinase 24 and have been applied in the biosynthesis of 5-phosphoribosyl-1-pyrophosphate. 25 Presently, the synthetic procedures of compounds that have a pyrimido [4,5-d]pyrimidine skeleton are variable using different routes, including: (1) the multicomponent condensation reaction of formaline with uracil analogs and amines which gives a product that has antidepressant activity; 22 and (2) several procedures including the three-component condensation of aryl aldehydes, amines such as aniline, aminouracil, thiocyanate salts or aminopyrimidine derivatives and active methylenes under catalytic conditions in a basic or acidic medium, [26][27][28][29][30][31][32][33][34][35][36][37][38] in addition to other reported synthetic approaches. 39,40 On the other hand, pyrimidopyrimidines were synthesized using a regiospecic one-pot reaction under solvent-free and microwave irradiation conditions.…”

“…Next, the C]C bond of the formed intermediate attack the carbonyl group of the aldehyde, in which the presence of the catalyst supports this step, and consecutive intramolecular cyclization and condensation furnished the anticipated products 94. 36 Shirini et al 63 amines under reux conditions. The synthesis of compound 99f was established using X-ray crystallography (Scheme 23).…”