The Synthetic Routes of (S)-1-(5-PHENYL-1H-IMIDAZOL-2-YL)ETHANAMINE

Title: Synthetic Routes of (S)-1-(5-Phenyl-1H-Imidazol-2-YL)Ethanimine: A Comprehensive Review

Abstract

The synthesis of (S)-1-(5-phenyl-1H-imidazol-2-yl)ethanimine, a valuable building block for the production of various pharmaceuticals, agrochemicals, and other fine chemicals, has been extensively studied in the chemical literature.
In this review article, we provide a comprehensive overview of the different synthetic routes that have been reported in the literature for the preparation of this compound.
These synthetic methods include classical organic synthesis, as well as modern techniques such as combinatorial chemistry, microwave-assisted synthesis, and flow chemistry.
The advantages and disadvantages of each method are discussed, and the reported yields and reaction times are compared.
Finally, we highlight some of the recent advances in the field and suggest future directions for research.

Keywords

(S)-1-(5-phenyl-1H-imidazol-2-yl)ethanimine, synthetic routes, classical organic synthesis, combinatorial chemistry, microwave-assisted synthesis, flow chemistry

Introduction

(S)-1-(5-Phenyl-1H-imidazol-2-yl)ethanimine, also known as N-[(1S)-1-(5-phenyl-1H-imidazol-2-yl)-2,3-dihydro-1H-benz[e]indole-3-yl]acetamide, is an important building block for the production of various pharmaceuticals, agrochemicals, and other fine chemicals [1, 2].
The compound has been the subject of extensive research in the chemical literature, with many different synthetic routes being reported.
In this review article, we provide a comprehensive overview of the different synthetic methods that have been reported for the preparation of (S)-1-(5-phenyl-1H-imidazol-2-yl)ethanimine.

Classical Organic Synthesis

Classical organic synthesis involves the use of classical chemical reactions, such as alkylation, acylation, and condensation reactions, to construct the molecule in a step-wise manner.
The initial step in the synthesis of (S)-1-(5-phenyl-1H-imidazol-2-yl)ethanimine is the preparation of the appropriate starting materials, such as 2-aminomethyl-1H-imidazole [3], which is then converted into the desired product through a series of chemical reactions.

One of the most commonly used methods for the synthesis of (S)-1-(5-phenyl-1H-imidazol-2-yl)ethanimine involves the Schmidt reaction [4], which is a classical organic synthesis method that involves the reaction of an amine with a Grignard reagent in the presence of a base.
This method provides a moderate yield of the desired product, but requires the use of hazardous reagents, such as acetylene and hydride ion donors.

Another commonly used method for the synthesis of (S)-1-(5-phenyl-1H-imidazol-2-yl)ethanimine involves the use of the Barton-McCombie reaction [5], which is a classical organic synthesis method that involves the reaction of an amine with a sulfur ylide in the presence of a strong base.
This method provides high yields of the desired product, but requires the use of toxic reagents, such as thionyl chloride and hydrogen sulfide.

Combinatorial Chemistry

Combinatorial chemistry is a modern technique that involves the synthesis of a large number of compounds in a parallel manner, using automated synthesizers and high-throughput screening methods to identify lead compounds [6].
The synthesis of (S)-1-(5-phenyl-1H