One‐Pot Three‐Component Synthesis of 2‐Amino Pyrimidines in Aqueous PEG‐400 at Ambient Temperature

Abstract

in Wiley Online Library (wileyonlinelibrary.com).Amino pyrimidines have been synthesized by a one-pot procedure under environmentally friendly reaction conditions at room temperature. The use of aqueous PEG-400 circumvents the problems associated with the toxic, hazardous organic solvents and oxidizing agents.

Computer-aided design, synthesis, and characterization of molecular hybrids of dihydropyrazoles, aminopyrimidines, and thiazolidin-4-ones as potential inhibitors of the penicillin-binding protein 3 (PBP-3) of Escherichia coli

“…As for the aminopyrimidines 3a and 3i, the protons of their NH 2 group display a characteristic broad singlet at 5:50 ppm and 5:21 ppm, respectively; whereas pyrimidine proton H-5 appears at 7:34 ppm for 3a and 7:41 ppm for 3i, differing slightly from data reported previously in the literature [35,36]. The 13 C NMR and DEPT-135 spectra of 3a and 3i exhibited the expected number and type of signals, allowing us to fully characterize those compounds.…”

“…Most of the final products were synthesized in good yields and at reasonable reaction times by means of relatively simple experimental protocols. Prototypes 1-3 were synthesized and reported previously [36,37], but compounds 4g and 4h, even though isolated in moderate yields, were prepared and reported for the first time in the present work. All of the obtained compounds were fully characterized and confirmed by IR spectroscopy, 1 H-NMR, 13 C-NMR, and two-dimensional techniques.…”

Green Cyclocondensation of β-Ethylthio-β-indolyl-α, β-unsaturated Ketones with Semicarbazide Hydrochloride as Hydrazine Equivalent in Water: Aqueous Synthesis of 3-Pyrazolyl Indoles

“…3  -Ethyltho--indolyl--unsaturated ketones 1 were easily prepared in good yields via acid mediated selective desulfitative carbon-carbon coupling reaction between indoles andoxo ketene dithio-acetals 1,40 . Over the past decades, polyethylene glycols (PEGs) as nonionic surfactant and organic reaction media had received more and more attention due to their unique merits such as non-toxic, inexpensive, non-flammable, low volatility and good water solubility, which were consistent with the concept of green chemistry [41][42][43][44] . Initially, The reaction of (Z/E)-3-(ethylthio)-3-(1-methyl-1H-indol-3-yl)-1-phenylprop-2-en-1-one 1a (0.25 mmol) with semi-carbazide hydrochloride 2 (0.25 mmol) was carried out in reflux water (1 mL) for 24 h, and a white solid product, which was characterized as 1-methyl-3-(3-phenyl-1H-pyrazol-5-yl)-1H-indole 3a on the basis of its spectral and analytical data, was obtained in 45% yield, along with 50% recovery of 1a (table 1, entry 1).…”

Design, synthesis, and biological evaluation of polyphenols with 4,6-diphenylpyrimidin-2-amine derivatives for inhibition of Aurora kinase A

“…Of 25 4,6-diphenylpyrimidin-2-amine derivatives containing a guanidine moiety, the synthetic methods of derivatives 13 and 17 were known, but their biological activities were not reported [22]. Two derivatives, 16 and 20, have been reported to show anticancer activity [8].…”