121670-33-5Relevant articles and documents
Similarities and differences in the crystal packing of methoxybenzyl and methoxyphenylethyl-1,3,4-oxadiazole-2(3H)-thiones
Khan, Imtiaz,Ibrar, Aliya,Simpson, Jim
, p. 164 - 174 (2014)
This work reports the crystal and molecular structures of five 1,3,4-oxadiazol-2(3H)-thiones derived from 2, 3 and 4-methoxy substituted 2-phenylacetic acid and 2- and 4-methoxy substituted 3-phenylpropanoic acid. The methoxybenzyl-1,3,4-oxadiazol-2(3H)-thiones are V-shaped while the corresponding methoxyphenylethyl-systems are close to planar, which impacts the solid state molecular packing arrangement. For molecules 1-4, inversion related N-H...S hydrogen bonds generating R22(8) rings dominate the packing, supported by an eclectic mix of C-H...O, C-H...S, C-H...π and π...π contacts that stack the molecules into interconnected columns. In contrast, each of the two unique molecules in the asymmetric unit of 5 forms N-H...O contacts with like molecules augmented by C-H...S contacts for one molecule and C-H...O contacts for the other to generate planar layers that are interconnected though a series of π...π stacking interactions. The Royal Society of Chemistry.
Synthesis, crystal structure and b-glucuronidase inhibition activity of some new hydrazinecarboxamides and their 1,2,4-triazole derivatives
Hanif, Muhammad,Khan, Imtiaz,Rama, Nasim Hasan,Noreen, Shagufta,Choudhary, Muhammad Iqbal,Jones, Peter G.,Iqbal, Mazhar
, p. 3885 - 3896 (2013/02/23)
A new series of hydrazinecarboxamides (5a-n), bearing various methoxyphenyl and methoxyphenethyl groups, was synthesized by condensation of corresponding acid hydrazides (3a-f) with methoxyphenylisocyanates (4a-c). Dehydrocyclization of hydrazinecarboxamides (5a-n) yielded corresponding methoxyphenyl and methoxyphenethyl substituted triazoles (6a-l) by refluxing in 2 N aqueous sodium hydroxide solution. All the synthesized compounds were screened for their b-glucuronidase inhibition activity. Compounds 5a, 5e, 5h, and 5l exhibited an excellent b-glucuronidase inhibitory activity as compared to the standard inhibitor. Springer Science+Business Media, LLC 2011.
Tunable protic ionic liquids as solvent-catalysts for improved synthesis of multiply substituted 1,2,4-triazoles from oxadiazoles and organoamines
Chen, Xiaofeng,Liu, Rui,Xu, Yuan,Zou, Gang
experimental part, p. 4813 - 4819 (2012/07/31)
More than green alternatives to traditional volatile molecular organic solvents, protic ionic liquids as dual solvent-catalysts have been successfully used to promote reactions of organoamines with oxadiazoles to afford sterically hindered 1,2,4-triazoles. Among the tested protic ionic liquids, pyridinium trifluoroacetate and acetate showed the highest efficiency for the reactions of arylamines and alkylamines, respectively, indicating that tunable catalysis could be readily effected with protic ionic liquid solvent-catalysts by simply tuning their cation and anion counterparts. A general and efficient approach has been developed for synthesis of multiply substituted 1,2,4-triazoles based on the tunable protic ionic liquid solvent-catalyst systems.