A Summary of the Reactions of Aldehydes with Amines.

Open-chain nitrogen compounds. Part VI. The formation of bis(1-aryl-3- methyltriazen-3-ylmethyl) methylamines in the reaction of diazonium ions with mixtures of formaldehyde and methylamine

“…This complex subject has been extensively reviewed (8). The first step is the addition of the amine to the carbonyl group to produce the ahydroxyamine ("carbinolamine") 7, which is usually not capable of isolation and may react by dehydration to give the …”

“…The crucial question is whether the final step leading to 11 is reversible. Accordingly, a sample of the cyclic trimer was prepared by distillation of the methylamine/forn~aldehyde mixture over solid KOH (8). Compound 11 was treated in aqueous solution with thep-cyanobenzenediazonium salt; the product was a mixture of the hydroxymethyltriazene (2, X = CN) and the bistriazene I d , and had almost the same composition as the mixture obtained from reaction of the same diazonium salt with a I : I mixture of methylamine and formaldehyde.…”

Synthesis, Characterization and Antibacterial Activity of Macrocyclic Schiff Bases Based on 1,3-Docarbonyl Phenyl Dihydrazide, 1,4-Docarbonyl Phenyl Dihydrazide

“…Schiff bases are widely studied and used in the fields of organic synthesis and metal ion complex [1,2] for a number of reasons: their physiological and pharmacological activities [3][4][5] their use in ion selective electrodes [6][7][8][9][10][11], in the determination of heavy metals ions in environmental samples [12], in the extraction of metals ions [13,14] and their many catalytic applications e.g. for epoxidation of olefins, alkene cyclopropanation [15,16] trimethylsily-lcyanation of ketones [17] asymmetric oxidation of methyl phenyl sulfide enantioselective epoxidation of silylenol [18] and ring-opening Polymerization of lactide [19].…”

Solvent-free synthesis of some N4O2, N4S2 and N6 Schiff-base ligands assisted by microwave irradiation

“…Schiff-bases are widely studied and used in the fields of organic synthesis and metal ion complexation 1,2 for a number of reasons: their physiological and pharmacological activities; [3][4][5] their use in ion-selective electrodes, [6][7][8][9][10][11] in the determination of heavy metal ions in environmental samples, 12 and in the extraction of metal ions; 13 and their many catalytic applications (e.g. for epoxidation of olefins, 14 alkene cyclopropanation, 15 trimethylsilylcyanation of ketones, 16 asymmetric oxidation of methyl phenyl sulfide, 17 enantioselective epoxidation of silylenol, 18 and ring-opening polymerization of lactide 19 ).…”

“…For example, as regards the compounds synthesized in the work described in this paper, or close analogues, L 4 (N,N'-bis((pyridin-2-ylmethyleneamino)ethyl)piperazine) was quite recently prepared by Ghosh et al by refluxing in dry alcohol for 10 h 26 and N,N'-bis(3-(thiophen-2-ylmethyleneamino)propyl)piperazine (the propyl analogue of L 5 ) was prepared by Ibers and co-workers by refluxing thiophene-2-carbaldehyde and N,N'-bis (3-aminopropyl) Solvent-free reactions are of interest not only from an ecological point of view, but in many cases also offer considerable advantages in terms of yield, selectivity and simplicity. Under gentle warming, 31 or by grinding at room temperature, 32 aromatic aldehydes and aromatic amines react quite readily in the solid state to give Schiff bases, but these reactions can be relatively slow, making it preferable to use a suspension in water. Alternatively, heterocyclic and aryl amines have been condensed efficiently with salicylaldehyde and heterocyclic aldehydes by microwaving, 33,34 a technique that has become a powerful tool in organic synthesis.…”