Utility of thiocarbamoyl moiety in synthesis of some new sulphur containing heterocyclic compounds and evaluation of their antimicrobial activity

Fadda, Ahmed A.; Refat, Hala M.; Kamal, Shimaa

doi:10.5155/eurjchem.5.2.296-304.1001

Cited by 12 publications

(9 citation statements)

References 21 publications

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“…On the other hand, reaction of enaminone 14 with 2-aminoprop-1-ene-1,1,3-tricarbonitrile afforded 2-(5cyano-[2,4'-bipyridin]-6(1H)-ylidene)malononitrile (33) which con rmed by the spectrum of IR which displayed the appearance of three CN stretching bands at 2295, 2197 and 2159 cm − 1 . The value of m/z = 245 represent its molecular ion peak in mass spectrum.…”

Section: Results and Discussonmentioning

confidence: 90%

Synthesis, computational and biological evaluation of some new pyridine Derivatives

Alsoliemy

2022

Preprint

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A series of pyridine compounds was prepared by using "3-(dimethylamino)-1-(pyridin-4-yl)prop-2-en-1-one" (14) as precursor. Reaction of 14 with different reagents afforded different new heterocyclic compounds. All the new compounds were characterized by spectroscopic analyses. Moreover, study of Density Function Theory (DFT) was mentioned to establish the geometry of the tested compounds. The antimicrobial activities of the newly prepared pyridine derivatives were studied against Gram positive bacteria (B. subtilis and B. thuringiensis) and Gram-negative bacteria (E. Coil and P. aerugunosa) and fungi (F. oxysporum and B. Fabae) by MIC method. Compounds belonging to pyran 32, pyridine 33, indenopyran 34, thiazolopyridine 35 and chromene 39 series displayed a high antimicrobial activity. It was found that, the experimental results of biological evaluation were in agreement with their molecular modeling study.

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Section: Results and Discussonmentioning

confidence: 90%

Synthesis, computational and biological evaluation of some new pyridine Derivatives

Alsoliemy

2022

Preprint

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“…Using a similar approach, bis(5‐amino‐3‐(phenylamino)‐1 H ‐pyrazole‐4‐carboxamides) 10a and 10b , in which the pyrazole moieties are linked to benzene core via carbamoyl linkage, can be obtained in good yield. Thus, reaction of N , N′ ‐(1,ω‐phenylene)bis(2‐cyanoacetamide) 7 with phenylisothiocyanate 2 in KOH‐EtOH gave the corresponding potassium 3,3′‐(1,ω‐phenylenebis(azanediyl))bis(2‐cyano‐3‐oxo‐1‐(phenylamino)prop‐1‐ene‐1‐thiolate) derivatives 8 in high yield. Alkylation of the latter compounds with methyl iodide yielded the corresponding novel N , N ′‐(1,ω‐phenylene)bis(2‐cyano‐3‐(methylthio)‐3‐(phenylamino)acrylamides) 9a and 9b in 68 and 85% yields, respectively.…”

Section: Resultsmentioning

confidence: 99%

Novel Bis(2‐cyanoketene‐S,S‐/S,N‐acetals): Versatile Precursors for Novel Bis(aminopyrazole) Derivatives

Hebishy

Elgemeie

Elwahy

2019

Journal of Heterocyclic Chem

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A synthesis of novel bis(aminopyrazoles) by the reaction of hydrazine hydrate with the appropriate bis(2‐cyanoketene‐S,N‐acetals) was reported. The latter compounds were prepared by treatment of bis(cyanoacetamides) with phenyl isothiocyanate in KOH/EtOH and subsequent alkylation with methyl iodide. The utility of bis(2‐cyanoketene‐S,S‐acetals) as building blocks for novel bis(aminopyrazoles) was also investigated.

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“…The designed target compounds are depicted in Schemes . Condensation of N , N′ ‐(1,4‐phenylene)bis(2‐cyanoacetamide) ( 1 ) with formaldehyde and benzoylacetonitrile in dimethylformamide (DMF) and a catalytic amount of triethylamine (TEA) afforded the pyran derivative 4 in good yield (Scheme ). The 1 H NMR spectrum of structure 4 revealed singlet signals at δ 1.88, 7.30, and 10.17 ppm due to CH 2 , NH 2 , and NH protons, respectively.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antimicrobial Activity of Some Novel bis Polyfunctional Pyridine, Pyran, and Thiazole Derivatives

El‐Sayed

Fadda

2018

Journal of Heterocyclic Chem

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In continuation of our efforts to find a new class of antimicrobial agents, treatment of N,N′‐(1,4‐phenylene)bis(2‐cyanoacetamide) (1) with formaldehyde and either benzoylacetonitrile or malononitrile to afford pyridine derivatives 5 and 8, respectively. Similarly, treatment of 1 with different types of aldehydes afforded benzylidene derivatives 9–15, followed by the reaction with rmalononitrile dime to give polyfunctional pyridine derivative 18. Moreover, cyanoacetamide 1 was reacted with chalcone, benzylidenemalononitrile, and 1,3‐diketone to afford pyran derivatives 21, 25, and 28, respectively, followed by the reaction with ammonium acetate to afford polyfunctional pyridine derivatives 22, 26, and 29, respectively. Furthermore, thiazole derivative 32 was prepared via treatment of 1 with elemental sulfur and phenyl isothiocyanate. The newly synthesized compounds were evaluated as antimicrobial activities.

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Utility of thiocarbamoyl moiety in synthesis of some new sulphur containing heterocyclic compounds and evaluation of their antimicrobial activity

Cited by 12 publications

References 21 publications

Synthesis, computational and biological evaluation of some new pyridine Derivatives

Synthesis, computational and biological evaluation of some new pyridine Derivatives

Novel Bis(2‐cyanoketene‐S,S‐/S,N‐acetals): Versatile Precursors for Novel Bis(aminopyrazole) Derivatives

Synthesis and Antimicrobial Activity of Some Novel bis Polyfunctional Pyridine, Pyran, and Thiazole Derivatives

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