Related Experiment Video
Updated: May 14, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl-amino)-phen-yl]diazen-yl}benzoate
Abdelkrim El-Ghayoury1, Leokadiya Zorina, Mostafa Khouili
1LUNAM Université, Université d'Angers, CNRS UMR 6200, Laboratoire MOLTECH-Anjou, CNRS-UMR 6200, 2 bd. Lavoisier, 49045 Angers, France.
Abstract:
The title compound, C(21)H(18)N(6)O(2), was obtained as a by-product of a reaction between (E)-4-(4-dimethyl-amino-phenyl-azo)benzoic acid and 2-amino-4-(2-pyrid-yl)-6-(6-pyrid-yl)-1,3,5-triazine, which has a very low solubility, under peptidic coupling conditions, using THF as solvent. The condensation reaction occurred between 1-hy-droxy-benzotriazole and (E)-4-(4-dimethyl-amino-phenyl-azo)benzoic acid. The dihedral angle between the benzene rings in the (E)-diphenyl-diazene fragment is 10.92 (13)° and that between the benzotriazole mean plane and the central benzene ring is 80.57 (7)°. In the crystal, π-π stacking [centroid-centroid distances = 3.823 (2) and 3.863 (2) Å] of similar fragments generates mol-ecular layers parallel to (0-12). The crystal packing also features weak C-H⋯N hydrogen bonds involving N atoms of the benzotriazole ring.
More Related Videos
Related Concept Videos
Diazonium Group Substitution: –OH and –H
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo, or cyano...
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
NMR Spectroscopy of Benzene Derivatives
Nomenclature of Aromatic Compounds with Multiple Substituents
For disubstituted benzene derivatives, with two groups attached to the benzene ring, three constitutional isomers are possible. For example, consider dimethyl benzene, often called xylene, where the second methyl group can be substituted at the second, third, or fourth carbon. The relative position of the substituents is represented by prefixes ortho, meta, or...

