Related Experiment Video
Updated: Jul 10, 2026
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
(5Z)-4-Amino-2-(4-hydroxyphenyl)-1H-imidazol-5(2H)-one oxime 3-oxide
Xue Qin Cao1, Zhan Xiong Li, Guo Qiang Chen
1School of Materials Engineering, Suzhou University, Suzhou 215021, People's Republic of China.
Abstract:
The title molecule, C(9)H(10)N(4)O(3), consists of benzene and imidazole rings which are almost perpendicular to each other. A hydroxyimino group is directly linked to the imidazole ring with a double C=N bond, which is the first example in this type of compound. The double bond may be a good location for the initiation of various reactions with a wide range of potential applications. In the crystal structure, there are pi-pi interactions between molecules related by a centre of symmetry, with the imidazole and benzene rings almost completely overlapped. The molecules are hydrogen bonded in each direction and form a three-dimensional hydrogen-bond network.
More Related Videos
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
06:18Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate
Published on: April 24, 2018
Related Concept Videos
Structure and Nomenclature of Epoxides
Preparation of Amines: Reduction of Oximes and Nitro Compounds
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...
Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview
Five-Membered Heterocyclic Aromatic Compounds: Overview
Aldehydes and Ketones with Amines: Imine Formation Mechanism
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview