97031-73-7

Upstream product

• 5933-32-4 4-bromobenzoic acid hydrazide 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 586-76-5 4-Bromobenzoic acid 
• 586-75-4 4-chlorobenzoyl chloride 
• 5798-76-5 phenyl 4-bromobenzoate 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 32380-13-5 5-(4-bromophenyl)-N-phenyl-1,3,4-oxadiazol-2-amine 

Relevant academic research and scientific papers

Efficient and mild synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3-iodane

A simple and convenient one-pot protocol for the synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3- iodane has been described. Acylthiosemicarbazides prepared from the corresponding acylhydrazides undergo effi

1,3,4-Thiadiazole derivatives. Synthesis, structure elucidation, and structure-antituberculosis activity relationship investigation

A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized, the compounds structures were elucidated and screened for the antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. Among the tested compounds, 2-phenylamino-5-(4-fluorophenyl) -1,3,4-thiadiazole 22 showed the highest inhibitory activity. The relationships between the structures of compounds and their antituberculosis activity were investigated by the Electronic-Topological Method (ETM) and feed forward neural networks (FFNNs) trained with the back-propagation algorithm. As a result of the approach, a system of pharmacophores and anti-pharmacophores has been found that effectively separates compounds of the examination set into groups of active and inactive compounds. The system can be applied to the screening and design of new active compounds possessing skeletons similar to those used in the present study.

Development of N-benzamidothioureas as a new generation of thiourea-based receptors for anion recognition and sensing

A series of neutral N-(substituted-benzamido)-N′-phenylthioureas (substituent = p-OC2H5, p-CH3, m-CH 3, H, p-Cl, p-Br, m-Cl, and p-NO2) were designed as anion receptors, in which the thiourea binding site was attached to the benzamido moiety via an N-N bond. The absorption spectra of these N-benzamidothioureas in acetonitrile peaked at ca. 270 nm were found to show unprecedented red shifts by 7 373 to 14 325 cm-1 in the presence of anions such as AcO-, F-, and H2PO4-. Under the same conditions, the classic neutral thiourea receptors, N-(substituted-phenyl)-N′-phenylthioureas, showed absorption spectral shifts in most cases of less than 800 cm-1 with one exception of 6501 cm-1. Control experiments, effects of protic solvent, and 1H NMR titration confirmed the formation of hydrogen-bonding complexes between the new N-benzamidothiourea receptors and anions. The binding constants with AcO-, for example, are at 10 5-107 mol-1 L order of magnitude, which are 13 to 590 times those of the corresponding classic N-phenylthioureas in the same solvent. It was found that, whereas the absorption of the N-benzamidothiourea receptors showed essentially no dependence on the substituent, the substantially red-shifted new absorption band of the N-benzamidothiourea-anion binding complex was sensitively subject to the substituent. A linear relationship was found between the absorption energies of the N-benzamidothiourea-acetate binding complexes and the Hammett constants of the substituents with a negative slope of -0.34 eV. This led to the assignment that the substantially red-shifted absorption band was the ground-state intramolecular charge-transfer absorption with the substituent locating in the electron acceptor moiety. It was concluded that anion binding to the thiourea moiety of the N-benzamidothiourea receptors switched on their ground-state charge transfer. An anion-binding induced structural change was suggested to occur around the N-N bond in N-benzamidothioureas, which resulted in a substantially increased electron donating ability of the electron donor in the receptor molecules. As a consequence, the ground-state charge transfer takes place in the N-benzamidothiourea-anion binding complexes, leading to unprecedented red shifts in the absorption spectra and substantially enhanced anion binding affinities than those of the corresponding N-phenylthiourea receptors. N-Benzamido- N′-phenylthioureas represent a new generation of neutral thiourea-based anion receptors that show substantially improved anion binding performance important for anion sensing and recognition.