1740-56-3Relevant academic research and scientific papers
Transfer Hydration of Dinitriles to Dicarboxamides
Naka, Hiroshi,Naraoka, Asuka
supporting information, p. 1977 - 1980 (2019/10/22)
We present a robust method for double transfer hydration of dinitriles to afford diamides. The transfer hydration of 1, n -dinitriles (n = 1-6) proceeds smoothly in the presence of a palladium(II) catalyst with acetamide as a water donor, affording the corresponding diamides in moderate to high yields, without involving significant side reactions such as monohydration or cyclization. The equilibrium was shifted in the forward direction by removing coproduced acetonitrile under reduced pressure.
Odd-even effect in melting properties of 12 alkane-α,ω-diamides
Badea, Elena,Gatta, Giuseppe Della,D'Angelo, Domenico,Brunetti, Bruno,Reckova, Zuzana
, p. 1546 - 1552 (2008/02/11)
Fusion and solid-to-solid transitions of a homologous series of 12 linear alkane-α,ω-diamides H2NCO-(CH2)(n-2)-CONH2, where n = (2 to 12 and 14), were investigated by differential scanning calorimetry (d.s.c.). The temperatures of fusion of even terms decreased from Tfus ≈ 572 K to about 460 K, whereas those of odd terms remained substantially constant at about 450 K. Solid-to-solid transitions were also detected for oxamide, malonamide, succinamide, adipamide, suberamide, and dodecanediamide. Regular odd-even alternation was displayed by the temperature, enthalpy, and entropy of fusion values, terms with even number of carbon atoms showing higher values than odd terms. This behaviour was attributed to different crystal packing allowing consonance between hydrogen bonding and dispersive interaction in even terms, which are characterised by multilayer structure, whereas in odd terms a strained three-dimensional network results in looser packing. Parallel alternation of densities in solid alkane-α,ω-diamides supports this interpretation. Comparison was made with literature values for temperatures, enthalpies, and entropies of fusion of isoelectronic linear alkanes, dicarboxylic acids, and alkyldiamines.
STUDY OF THE REACTIVITY OF AMMONIUM CARBOXYLATES IN THE SYNTHESIS OF AMIDES UNDER HIGH-PRESSURE DEFORMATION CONDITIONS
Christotina, N. P.,Zharov, A. A.
, p. 2103 - 2106 (2007/10/02)
On deformation under pressures up to 10 GPa the ammonium salts of aliphatic and aromatic acids, as well as mixtures of a free carboxylic acid with the ammonium salts of strong mineral acids, are converted into the corresponding amides.The amide yields increase with pressure, the magnitude of shearing deformation, and temperature.The temperature and pressure coefficients for amide formation are low and have values of 2.5-4 kJ/mole and -1 to -2 cm3/mole, respectively.The reactivity of ammonium salts in the synthesis of amides alternates in the homologous series of aliphatic acids in a similar way to the shear stress of these salts.The reactivity of the ammonium salts of aliphatic acids increases when the reaction is conducted in a matrix of an ammonium salt which possesses plasticity and a high shear stress.
