2020
DOI: 10.1002/jhet.4048
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Synthesis of substituted pyrimidine using ZnFe2O4 nanocatalyst via one pot multi‐component reaction ultrasonic irradiation

Abstract: A highly efficient, eco‐friendly, recyclable heterogeneous ZnFe2O4 nanocatalyzed synthesis of 2‐amino‐4‐substituted 1,4‐dihydrobenzo[4,5]imidazo[1,2‐a]pyrimidine‐3‐carbonitrile (4a‐j) derivatives via one pot multicomponent reaction of benzimidazole (1), substituted aromatic aldehyde (2a‐j) and malononitrile (3) under ultrasonic irradiations. Significance of this synthetic approach is short reaction time, easy handling, simplicity, efficiency, high yield, and recoverable catalyst.

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Cited by 13 publications
(7 citation statements)
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“…Other cyclic and noncyclic active methylene compounds can be used in multicomponent reactions with 2‐aminobenzimidazole and aldehydes under green conditions. For example, Chavan and co‐authors [237] described the synthesis of 2‐amino‐4‐substituted 1,4‐dihydrobenzo[4,5]imidazo[1,2‐ a ]pyrimidine‐3‐carbonitriles 154 via one‐pot three‐component condensation reaction of benzimidazole 135 , malononitrile 153 and aromatic aldehyde 32 using heterogeneous ZnFe 2 O 4 nanoparticles as catalyst at 70 °C under ultrasonic irradiation (Scheme 60).…”
Section: Green Chemistry and Non‐classical Activation Methodsmentioning
confidence: 99%
See 1 more Smart Citation
“…Other cyclic and noncyclic active methylene compounds can be used in multicomponent reactions with 2‐aminobenzimidazole and aldehydes under green conditions. For example, Chavan and co‐authors [237] described the synthesis of 2‐amino‐4‐substituted 1,4‐dihydrobenzo[4,5]imidazo[1,2‐ a ]pyrimidine‐3‐carbonitriles 154 via one‐pot three‐component condensation reaction of benzimidazole 135 , malononitrile 153 and aromatic aldehyde 32 using heterogeneous ZnFe 2 O 4 nanoparticles as catalyst at 70 °C under ultrasonic irradiation (Scheme 60).…”
Section: Green Chemistry and Non‐classical Activation Methodsmentioning
confidence: 99%
“…A sequential one-pot four component procedure (Scheme 59) of an amine 150, 2,2,6-trimethyl-4H-1,3-dioxin-4-one 151, an aldehyde 32 and 2-aminobenzimidazole 135 without the use of a catalyst for the synthesis of benzo [4,5]imidazo[1,2-a]-pyrimidine-3-carboxamides 152 was developed by Shaabani et al [236] Other cyclic and noncyclic active methylene compounds can be used in multicomponent reactions with 2-aminobenzimidazole and aldehydes under green conditions. For example, Chavan and co-authors [237] Multicomponent reaction of the same starting materials catalyzed by starch functionalized magnetite nanoparticles (Fe 3 O 4 ) in aqueous medium at room temperature under ultrasonic irradiation was studied in other article. [207] Furthermore, Joshi and Bhatt [238] reported ultrasonic-assisted similar three-component reaction of 2-chloroquinoline-3-carbaldehyde with 2-aminobenzimidazole and malononitrile in the presence of ammonium acetate as catalyst in ethanol.…”
Section: Reactions Of 2-aminoimidazole and 2-aminobenzimidazolementioning
confidence: 99%
“…Chavan et al [39] described an extremely effective one-pot three The fast reaction time, ease of handling, simplicity, efficiency, high yield, and recyclable catalyst are all important features of this synthetic technique (Scheme 31).…”
Section: Chemistryselectmentioning
confidence: 99%
“…Scheme 51. Under ultrasonic irradiation, tetrasubstituted imidazole derivatives are synthesised "reproduced with permission from[39], copyrights 2020, Elsevier." Scheme 52.…”
mentioning
confidence: 99%
“…Owing to their importance, the development of benzo [4,5]imidazo [1,2-a]pyrimidines have been reported by means of simple condensation of 2-aminobenzimidazole, an array of aromatic aldehydes, and a couple of C-H activated acids using a number of catalysts such as 1,4-piperazinium hydrogen sulfate ([H-pi]HSO 4 ) [10], ZnFe 2 O 4 NPs [11], p-TSA [12], nano-Ag-TiO 2 [13], [(4-SO 3 H)BMIM]HSO 4 [14], MMT-HClO 4 [15], Iron oxide@PMO-ICS-PrSO 3 H [16], RHA-[pmim]HSO 4 [17], Thiamine hydrochloride (VB 1 ) [18], L-proline [19], and [bmim + ][BF 4 À ] [20].…”
Section: Introductionmentioning
confidence: 99%