18371-09-0

Upstream product

• 2028-74-2 p-chlorobenzenediazonium chloride 
• 17025-58-0 m-phenylenediamine hydrochloride 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 108-45-2 m-phenylenediamine 
• 106-47-8 4-chloro-aniline 
• 541-69-5 m-phenylenediamine dihydrochloride 

Downstream Products

• 75953-52-5 6-Amino-2-(4-chloro-phenyl)-2H-benzo[1,2,4]triazin-3-one 
• 75953-44-5 [4-(4-Chloro-phenylazo)-3-ethoxycarbonylamino-phenyl]-carbamic acid ethyl ester 
• 40655-09-2 2-(4-chloro-phenyl)-2H-benzo[1,2,3]triazol-5-ylamine 

Relevant academic research and scientific papers

APPLICATION OF FLUORESCENT TRIAZOLES TO ANALYTICAL CHEMISTRY. III. FLUORESCENCE CHARACTERISTICS OF 2-PHENYLBENZOTRIAZOLYL-5-AMINE DERIVATIVES AS FLUORESCENT PROBES

2-Phenylbenzotriazole derivatives with a COCH3 or NH2 group on the 2-phenyl ring were synthesized and found to be applicable as fluorescent hydrophobic probes.The fluorescence intensities of these compounds, which were intense in non-polar solvents, were dramatically quenched in polar solvents.In particular, 2-(4-acetylphenyl)-2H-benzotriazolyl-5-amine (7) showed a much higher ratio of the fluorescence intensity in the organic solvent to that in water (Fo/Fw) than 8-anilino-1-naphthalenesulfonate (ANS): The Fo/Fw values of 7 were 470 for dioxane and 440 for acetone, while those of ANS were 100 for dioxane and 90 for acetone.We modified compound 7 to obtain water-soluble probes for use in drug-protein binding studies and examined the interaction of these probes with human serum albumin (HSA).All the compounds, which were practically non-fluorescent in the buffer solution, bound to HSA and fluoresced.Keywords: 2-phenylbenzotriazolyl-5-amine; fluorescence characteristies; solvent effect; fluorescent probe; protein binding

SYNTHESIS OF SOME 2-ARYL-6-AMINO-2,3-DIHYDRO-1,2,4-BENZOTRIAZIN-3-ONES

Acylation of 2,4-diaminoazobenzene and its derivatives Ia-Ih with ethyl chloroformate gives high yields of the corresponding 2,4-bis(ethoxycarbonylamino)azobenzenes IIa-IIh which, on boiling in acid medium, are cyclized with simultaneous splitting off the second ethoxycarbonyl group to give the mesomeric 6-amino-2-aryl-3-oxo-2,3-dihydro-1,2,4-benzotriazinium cations IIIa-IIIh; the latter have been transformed into free bases IVa-IVh or their tautomers Va-Vh.Constitution of the prepared compounds has been studied by IR spectroscopy.Influence of medium on valence vibrations of the carbamate NH groups in the compounds II has also been studied.