2016
DOI: 10.1007/s00044-016-1538-6
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Synthesis, antimicrobial and nematicidal evaluation of a new class of triazolo[4,3-c]quinazolinylthiazolidinones

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Cited by 9 publications
(4 citation statements)
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“…Cacchi et al [20] have also developed an alternative method for the synthesis of the 7-aminoindole derivatives, which involves the Buchwald-Hartwig C–N bond formation of the intermediate 7-bromoindoles with primary and secondary amines. The 2-aryl-4-chloroquinazolines compounds, 3a and 3b , used as coupling partners, were prepared by treatment of the known 2-arylquinazolin-4(3 H )-ones with phosphoryl chloride under reflux, following the literature procedure [21]. Amination of the electrophilic 4-chloroquinazoline derivatives, 3a (X = H) and 3b (X = 4-F), with 7-aminoindoles, 2a – d , in the presence of 5% HCl in tetrahydrofuran-isopropanol (THF-iPrOH) mixture under reflux afforded the corresponding indole-aminoquinazoline hybrids, 4a – h .…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…Cacchi et al [20] have also developed an alternative method for the synthesis of the 7-aminoindole derivatives, which involves the Buchwald-Hartwig C–N bond formation of the intermediate 7-bromoindoles with primary and secondary amines. The 2-aryl-4-chloroquinazolines compounds, 3a and 3b , used as coupling partners, were prepared by treatment of the known 2-arylquinazolin-4(3 H )-ones with phosphoryl chloride under reflux, following the literature procedure [21]. Amination of the electrophilic 4-chloroquinazoline derivatives, 3a (X = H) and 3b (X = 4-F), with 7-aminoindoles, 2a – d , in the presence of 5% HCl in tetrahydrofuran-isopropanol (THF-iPrOH) mixture under reflux afforded the corresponding indole-aminoquinazoline hybrids, 4a – h .…”
Section: Resultsmentioning
confidence: 99%
“…124−126 °C (Lit. [21] 123−125 °C); 1 H-NMR (DMSO- d 6 ) 7.56 (4H, m, ArH), 7.90 (1H, t, J = 6.9 Hz, ArH), 8.04 (4H, m, ArH).…”
Section: Methodsmentioning
confidence: 99%
“…with thiosemicarbazide using ethanol. The starting compound was anthranilamide which undergoes oxidative cyclocondensation with benzaldehyde to afford 55 which was further refluxed with SOCl 2 in the presence of DMF to give intermediate 56 [54]. In 2016, Dhongade-Desai et al described a multicomponent reaction between substituted quinazolinone 59a-f, hydrazine hydrate, and aromatic aldehydes under catalyst-free and microwave irradiation conditions to get derivatives 62a-f [27].…”
Section: Synthesis From 4-hydrazinoquinazolinesmentioning
confidence: 99%
“…1,3‐Thiazines were used in diverse organic synthesis and transformations as reaction intermediates. [ 3 ] 1,3‐Thiazine derivatives showed various biological activities such as antimicrobial, [ 4 ] anti‐inflammatories, [ 5 ] anti‐cancer, [ 6 ] anti‐diabetic, [ 7 ] analgesics, [ 8 ] sedative‐hypnotic, [ 9 ] herbicidal, [ 10 ] anti‐oxidant, [ 11 ] calcium‐channel modulators. [ 12 ] Also, 1,3‐thiazine nucleus moieties represent notable prospective of anti‐radiation agents [ 3b ] and employed as an anabolic agent in medicine [ 13 ] .…”
Section: Introductionmentioning
confidence: 99%