The chemistry of diaminomaleonitrile and its utility in heterocyclic synthesis

Al‐Azmi, Amal; Elassar, Abdel‐Zaher A.; Booth, Brian L.

doi:10.1016/s0040-4020(03)00153-4

Cited by 91 publications

(51 citation statements)

References 66 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Also they have been used as antibacterial, antifungal, anticancer, antitubercular, hypertensive, and hypothermic reagents [5,6]. Tetrameric HCN (diaminomaleonitrile, DAMN), a diamine, is one of the most versatile reagents in organic chemistry, used as a precursor for producing nucleotides and for synthesizing a wide variety of heterocyclic compounds [7,8].…”

Section: Introductionmentioning

confidence: 99%

Studies on Synthesis and Spectral Characterization of Some Transition Metal Complexes of Azo-Azomethine Derivative of Diaminomaleonitrile

Anitha¹,

Sheela

Tharmaraj

et al. 2013

International Journal of Inorganic Chemistry

View full text Add to dashboard Cite

New complexes of 2,3-bis(5-(4-chlorophenyl)diazenyl)-2-hydroxybenzylideneamino)maleonitrile (CDHBDMN) with VO(II), Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) were synthesized and characterized by analytical and physicochemical techniques, that is, elemental analyses, molar conductivity, UV, IR, EPR, 1 H-NMR spectra, magnetic susceptibility and also by aid of scanning electron microscopy (SEM), nonlinear optical study (NLO), �uorescence spectral studies, and solvatochromic behaviors. Electronic and magnetic susceptibility measurements of the complexes indicate square pyramidal geometry for VO(II), octahedral for Ni(II), and square planar geometry for all the other complexes. e EPR spectral data provide information about their structures on the basis of Hamiltonian parameters and the degree of covalency. ese metal complexes were also tested for their antibacterial and antifungal activities to assess their inhibiting potential. Metal-mediated �uorescence enhancement is observed on complexation of the azo Schiff base ligand. e synthesized compounds were investigated for nonlinear optical properties, and the surface morphology of the Cu(II) complex was studied by scanning electron microscopy.

show abstract

Section: Introductionmentioning

confidence: 99%

Studies on Synthesis and Spectral Characterization of Some Transition Metal Complexes of Azo-Azomethine Derivative of Diaminomaleonitrile

Anitha¹,

Sheela

Tharmaraj

et al. 2013

International Journal of Inorganic Chemistry

View full text Add to dashboard Cite

show abstract

“…This type of reaction, but with the two groups in the same ring, had been observed in some heterocycles, for example in 2-amino-3-cyanopyridine. 9,10 In addition, [1,2,3]triazoloazines with a bridgehead nitrogen atom exhibit valence tautomerism and could suffer lost of dinitrogen forming azine derivatives, via the corresponding diazomethylazines.…”

Section: Figurementioning

confidence: 99%

“…1,2 Recently we designed novel approaches to β-(1,2,3-triazol-1-yl)-α-amino acid derivatives, 3 β-(imidazol-1-yl)-α-amino acid derivatives, 4 As an extension of these investigations we describe here further functionalization of the [1,2,3]triazolo [1,5-a]pyrazine system and the synthesis of some [1,2,3]triazolo [1,5-a] [1,2,4]triazolo [5,1-c]pyrazines. We focused on the formation of 1,2,4-triazole ring fused to the N(5)=C(4)(NH 2 ) unit of the amine 1, 5 ( Figure 1), by the general synthetic method that use N,Ndimethylformamide dimethyl acetal (DMFDMA), hydroxylamine hydrochloride, and polyphosphoric acid (PPA) as the main required reagents, 7,8 thinking that this procedure could be extended to the heterocyclic system 1.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of [1,2,3]triazolo[1,5-a][1,2,4]triazolo[5,1-c]pyrazines

Trček¹,

Vercek²

2004

Arkivoc

View full text Add to dashboard Cite

“…The transition metal complexes formed from tetradentate Schiff bases exhibit a wide range of biological properties [9][10][11][12]. 2,3-Diamino-cis-2-butenedinitrile (diaminomaleonitrile: DAMN) is an attractive precursors to nucleotides and is considered as an intermediate in the synthesis of a wide variety of heterocyclic compounds [13]. The condensation of DAMN with different aromatic aldehydes can form 1:1 and/ or 1:2 Schiff base ligands [14].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, structures and antimicrobial activities of nickel(II) and zinc(II) diaminomaleonitrile-based complexes

et al. 2018

View full text Add to dashboard Cite

Three Ni(II) and Zn(II) complexes [Ni(L1)], [Ni(L2)], and [Zn(L3)(DMSO)] (L1 = 2,3-bis(2-hydroxybenzylideneimino)-2,3-butenedinitrile, L2 = 2,3-bis(2-hydroxy-3-methoxybenzylideneimino)-2,3-butenedinitrile, L3 = 2,3-bis(2-hydroxy-1-naphthylideneimino)-2,3-butenedinitrile) were obtained in DMSO by one-pot syntheses. The complexes were characterized by physicochemical and spectroscopic methods. Also, their solid-state structures were determined by single-crystal X-ray diffraction. The geometries of the Ni(II) and Zn(II) complexes were square planar and square pyramidal, respectively. The complexes were screened in vitro against a fungal species and eight species of bacteria, revealing their antimicrobial activity.

show abstract

The chemistry of diaminomaleonitrile and its utility in heterocyclic synthesis

Cited by 91 publications

References 66 publications

Studies on Synthesis and Spectral Characterization of Some Transition Metal Complexes of Azo-Azomethine Derivative of Diaminomaleonitrile

Studies on Synthesis and Spectral Characterization of Some Transition Metal Complexes of Azo-Azomethine Derivative of Diaminomaleonitrile

Synthesis of [1,2,3]triazolo[1,5-a][1,2,4]triazolo[5,1-c]pyrazines

Synthesis, structures and antimicrobial activities of nickel(II) and zinc(II) diaminomaleonitrile-based complexes

Contact Info

Product

Resources

About