scholarly journals Heteroarylazo derivatives of cyclohexane-1,3-dione and their metal complexes

2014 ◽  
Vol 79 (3) ◽  
pp. 303-311 ◽  
Author(s):  
Muhammed Ummathur ◽  
Damodaran Babu ◽  
Krishnannair Krishnankutty

The coupling of diazotized 2-aminothiazole and 2-aminobenzo-thiazole with cyclohexane-1,3-dione yielded a new type of tridentate ligand systems (HL). Analytical, IR, 1H NMR, 13C NMR and mass spectral data indicate the existence of the compounds in the intramolecularly hydrogen bonded azo-enol tautomeric form. Monobasic tridentate coordination of the compounds in their [CuL(OAc)] and [ML2] complexes [M = Ni(II) and Zn(II)] has been established on the basis of analytical and spectral data. The Zn(II) chelates are diamagnetic while Cu(II) and Ni(II) complexes showed normal paramagnetic moment.

2010 ◽  
Vol 75 (5) ◽  
pp. 639-648 ◽  
Author(s):  
Krishnannair Krishnankutty ◽  
Basheer Ummathur ◽  
Kamalakshy Babu

The coupling of diazotized 2-aminobenzothiazole with 1,3- dicarbonyl compounds (benzoylacetone, methylacetoacetate and acetoacetanilide) yielded a new series of tridentate ligand systems (HL). Analytical, IR, 1H-NMR, 13C-NMR and mass spectral data indicated that the compounds exist in the intramolecularly hydrogen bonded azo-enol tautomeric form in which one of the carbonyl groups of the dicarbonyl moiety had enolised and hydrogen bonded to one of the azo nitrogen atoms. The compounds formed stable complexes with Ni(II), Cu(II) and Zn(II) ions. The Cu(II) complexes conform to [CuL(OAc)] stoichiometry while the Ni(II) and Zn(II) complexes are in agreement with [ML2] stoichiometry. Analytical, IR, 1H-NMR, 13C-NMR and mass spectral data of the complexes are consistent with the replacement of the chelated enol proton of the ligand with a metal ion, thus leading to a stable sixmembered chelate ring involving a cyclic nitrogen, one of the azo nitrogens and the enolate oxygen. The Zn(II) chelates are diamagnetic while Cu(II) and Ni(II) complexes showed a normal paramagnetic moment.


2019 ◽  
Vol 31 (9) ◽  
pp. 1895-1898
Author(s):  
Relangi Siva Subrahmanyam ◽  
Venkateswara Rao Anna

We report here an easy, efficient and green synthetic protocol for the (E)-1-aryl-3-(2-morpholinoquinolin-3-yl)prop-2-en-1-ones by the Claisen-Schmidt condensation of 2-morpholinoquinoline-3-carbaldehyde and different substituted acetophenones by using 1-butyl-3-methylimidazolium tetrafluoroborate (Bmim)BF4. The compounds were characterized by using 1H NMR, 13C NMR and mass spectral data and screened there in vitro antimicrobial activity against different bacterial and fungal organisms.


Molbank ◽  
10.3390/m1031 ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. M1031
Author(s):  
Stanimir Manolov ◽  
Iliyan Ivanov ◽  
Yulian Voynikov

The compound in the title was prepared by reaction between tryptamine and ibuprofen using N,N′-dicyclohexylcarbodiimide as a “dehydrating” reagent. The structure of the newly synthesized compound was determined by nuclear magnetic resonance (NMR) (1H-NMR and 13C-NMR), UV, IR, and mass spectral data.


2007 ◽  
Vol 72 (11) ◽  
pp. 1075-1084 ◽  
Author(s):  
K. Krishnankutty ◽  
P. Sayudevi ◽  
Basheer Ummathur

Phenylazo- and thiazolylazo-2,4-pentanediones on reaction with 2-aminophenol and 2-aminothiophenol yielded a new series of polydentate Schiff?s base ligands. The structure and tautomeric nature of these compounds and their metal complexes were established on the basis of their IR, 1H-NMR and mass spectral data. The spectral and analytical data revealed the condensation of both carbonyl groups of 3-(2-thiazolylazo)- 2,4-pentanedione with 2-aminophenol to form an N2O2 tetradentate ligand. Details on the formation of its [ML] complexes with Ni(II), Cu(II) and Zn(II) and the nature of their bonding are discussed based on analytical, IR, 1H-NMR and mass spectral data.


1970 ◽  
Vol 24 (2) ◽  
pp. 97-105
Author(s):  
Md Manzurul Karim ◽  
Sudeepta Sutradhar ◽  
Kamrul Hassan

Treatment of [Re2(CO)10(MeCN)2] with 2-(methylmercapto)benzothiazole/2-(methylmercapto)benzimidazole in refluxing benzene resulted in the isolation of compounds [Re2(CO)8(µ-η1,η1-(C7H4NS)SCH3] and [Re2(CO)8(µ-η1,η1-(C7H5N2)SCH3] in moderate yield.  The compounds have been characterized by IR, 1H NMR, 13C NMR and mass spectral data. DOI: http://dx.doi.org/10.3329/jbcs.v24i2.9698 Journal of Bangladesh Chemical Society, Vol. 24(2), 97-105, 2011


2013 ◽  
Vol 48 (1) ◽  
pp. 7-12
Author(s):  
MM Rahman ◽  
ME Halim ◽  
SM Ahmed ◽  
K Akhter ◽  
UKR Romman

Five oxime derivatives 7, 11-bis-(4-chlorophenyl)-3-thioxo-2,4-diazaspiro[5,5]undecane-1,5,9-trione-9-oxime (2a), 7,11-bis-(4- methoxyphenyl)-2,4-diazaspiro[5,5]undecane-1,3,5,9-tetraone-9-oxime (2b), 7,11-diphenyl-2,4-diazaspiro[5,5]undecane-1,3,5,9-tetraone- 9-oxime (2c), 7,11-bis-(4-methoxyphenyl)-3-thioxo-2,4-diazaspiro[5,5]undecane-1,5,9-trione-9-oxime (2d), 7,11-diphenyl-3-thioxo-2,4- diazaspiro[5,5]undecane-1,5,9-trione-9-oxime (2e) were synthesized from the corresponding 7,11-diaryl-2,4-diazaspiro[5,5]undecane-3- oxo (or thioxo)-1,5,9-triones (1a-e) with hydroxylaminehydrogenchloride in presence of pyrimidine in absolute alcohol. The structures of the compounds 2a-e were confirmed by their UV, IR, 1H NMR, 13C NMR and mass spectral data and elemental analyses. DOI: http://dx.doi.org/10.3329/bjsir.v48i1.15383 Bangladesh J. Sci. Ind. Res. 48(1), 7-12, 2013


2009 ◽  
Vol 74 (11) ◽  
pp. 1273-1282 ◽  
Author(s):  
K. Krishnankutty ◽  
Basheer Ummathur ◽  
Perumpalli Ummer

The coupling of diazotized 1-aminonaphthalene with 1,3-dicarbonyl compounds (acetylacetone, methylacetoacetate and acetoacetanilide) yielded a new series of bidentate ligand systems (HL). Analytical, IR, 1H-NMR and mass spectral data indicate that the compounds exist in the intramolecularly hydrogen bonded keto-hydrazone form. With Ni(II), Cu(II) and Zn(II), these potential monobasic bidentate ligands formed [ML2] type complexes. The IR, 1H- -NMR and mass spectral data of the complexes are consistent with the replacement of the chelated hydrazone proton of the ligand by a metal ion, thus leading to a stable six-membered chelate ring involving the hydrazone nitrogen and the hydrogen bonded carbonyl oxygen. The Ni(II) and Zn(II) chelates are diamagnetic, while the Cu(II) complexes are paramagnetic. In the metal complexes of the naphthylazo derivatives of acetylacetone and methylacetoacetate, the acetyl carbonyl is involved in coordination, whereas in the chelates of the naphthylazo derivative of acetoacetanilide, the anilide carbonyl is bonded with the metal ion.


2008 ◽  
Vol 73 (4) ◽  
pp. 423-429 ◽  
Author(s):  
K. Krishnankutty ◽  
P. Sayudevi ◽  
Basheer Ummathur

Two new Schiff bases containing olefinic linkages have been synthesized by condensing aliphatic diamines with dicinnamoylmethane under specified conditions. The existence of these compounds predominantly in the intramolecularly hydrogen bonded keto-enamine form was well demonstrated by their IR, 1H-NMR and mass spectral data. Dibasic tetradentate N2O2 coordination of the compounds in their [ML] complexes (M = Ni(II), Cu(II) and Zn(II)) was established on the basis of analytical and spectral data.


Molbank ◽  
10.3390/m1187 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1187
Author(s):  
Stanimir Manolov ◽  
Iliyan Ivanov ◽  
Dimitar Bojilov

The title compound was obtained in high yield in the reaction between tryptamine and naproxen. The newly synthesized naproxen derivative was fully analyzed and characterized via 1H, 13C-NMR, UV, IR, and mass spectral data.


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