Revisiting the Reaction Between Diaminomaleonitrile and Aromatic Aldehydes: a Green Chemistry Approach

Abstract

Abstract:The reaction between diaminomaleonitrile (DAMN) and aldehydes and the resulting monoimines are well known. Since the standard reaction conditions involve the use of toxic solvents (typically methanol), we have sought to apply green chemistry principles to this reaction by either using water as the solvent without any catalysts or employing "solvent-free" conditions. The monoimines derived from DAMN are of interest as precursors for obtaining different heterocyclic systems and linear polymers. The methodologies used have significant advantages with regards to cost and environmental considerations.

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

“…Upon complexation, this band displaces to higher frequency (1303-1330 cm −1 ) indicating coordination through phenolic oxygen [25]. In ligand and all the complexes bands at 2233-2242 cm −1 are assigned to (-C≡N) [26]. e sharp band at 1492 cm…”

2-Amino-3-[(E)-(2-hydroxy-3-methylbenzylidene)amino]but-2-enedinitrile

“…For the biological properties of Schiff bases see: Da Silva et al (2011) and for their use in coordination chemistry, see: Aazam et al (2011); Kargar et al (2009); Yeap et al (2009). For graphset notation, see: Bernstein et al, (1995) Rivera et al (2006). Table 1 Hydrogen-bond geometry (Å , ).…”

Reaction of Amidrazones with Diaminomaleonitrile: Synthesis of 4‐Amino‐5‐Iminopyrazoles

“…Synthesis of Schiff bases and its complexes derived from DAMN have gained recent interests as they have different applications in various areas, for example, as ligand for metal complexes. They were found applicable as dye materials in color chromatography, in fluorescent light emitting devices , in pharmacological studies , and in the chemical libraries for DNA‐binding compounds , and so on.…”

“…[7] They were found applicable as dye materials in color chromatography, in fluorescent light emitting devices [8], in pharmacological studies [9], and in the chemical libraries for DNA-binding compounds [10], and so on.…”