20311-41-5

Upstream product

• 17333-79-8 p-methoxybenzenediazonium 
• 541-69-5 m-phenylenediamine dihydrochloride 
• 108-45-2 m-phenylenediamine 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 6659-92-3 2-(4-methoxyphenyl)-5-amino-2H-benzotriazole 
• 75953-47-8 [3-Ethoxycarbonylamino-4-(4-methoxy-phenylazo)-phenyl]-carbamic acid ethyl ester 
• 75953-55-8 6-Amino-2-(4-methoxy-phenyl)-2H-benzo[1,2,4]triazin-3-one 

Relevant academic research and scientific papers

Synthesis of a novel class of chromophoric cross-linkers

Considering the special place of aromatic diazo compounds in photo-responsive materials and growing demand for materials with interesting optical properties, a new class of chromophoric cross-linkers was synthesized by acrylation of diazo derivatives of m-diaminobenzene. The cross-linkers are soluble in a wide variety of organic solvents as well as in mixtures of water and water miscible solvents. The chromophores of the cross-linkers are stable in protic and some certain aprotic solvents and remain stable after cross-linking. The chemical structure of this class allows one to have a cross-linker with tuned chemical reactivity and solubility with post-linking applicability. The cross-linkers are obtained from reactions with simple chemistry in high yields and are able to participate in radical and ionic polymerization as well as in nucleophilic addition reactions. Successful participation of these substances in acrylamide polymerization and sol-gel preparation is demonstrated.

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.