90771-12-3Relevant academic research and scientific papers
Solvent-free mechanochemical route for green synthesis of pharmaceutically attractive phenolhydrazones
Oliveira,Baron,Chamayou,Andr-Barrs,Guidetti,Baltas
, p. 56736 - 56742 (2015/01/08)
A series of hydrazones, as potential therapeutic agents, were successfully synthesized in a vibratory ball-mill from various substituted organic hydrazines and phenol aldehydes. The degree of conversion was increased by high electronic density on the amino group of the hydrazine reactant, as well as low steric hindrance around both reactive sites. In this particular case, the flexibility of the chain bearing the amino reactive site of hydrazine was highlighted as a factor influencing the reaction rate. The results showed that hydrazones could be obtained with more than a 99% transformation, without concurring by-products. This is highly adapted to the synthesis of active pharmaceutical ingredients, requiring a high level of purity. Owing to the fact that neither an environmentally unadvisable reagent nor additives or catalysts were added to achieve the transformation, this synthesis provides a good example and a prefiguration of an efficient green pharmaceutical process.
Fast and efficient method for imination of n-aminorhodanine using inorganic solid support under microwave irradiation and classical heating
Tabatabaee, Masoumeh,Heravi, Majid M.,Sharif, Mahboubeh,Esfandiyari, Fatemeh
experimental part, p. 535 - 540 (2012/03/13)
Reaction of N-aminorhodanine with various aldehydes under classical heating (in various solvents, using hydrochloric acid or acetic acid as catalyst) or by using Al2O3 under microwave irradiation in solventless system led to the corresponding imines (2 or 3). All the compounds have been characterized by elemental analyses, NMR and IR spectroscopy. Results indicate that treatment of N-aminorhodanine with aldehydes in acetonitrile as solvent or under solventless system led to the corresponding imines (2a-2e), while reactions were performed in solvent such as methanol 3a-3e was formed as products of ring cleavage and imination.
