Ethonam
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Ethonam is an
antifungal An antifungal medication, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis (thrush), serious systemic infections such as ...
agent.


Synthesis

2- Aminotetralin () is alkylated with ethylchloroacetate to afford the glycine derivative. Heating with
formic acid Formic acid (), systematically named methanoic acid, is the simplest carboxylic acid. It has the chemical formula HCOOH and structure . This acid is an important intermediate in chemical synthesis and occurs naturally, most notably in some an ...
then affords the amide (2). This compound is then reacted with
ethyl formate Ethyl formate is an ester formed when ethanol (an alcohol) reacts with formic acid (a carboxylic acid). Ethyl formate has the characteristic smell of rum and is partially responsible for the flavor of raspberries, occurring naturally in some plan ...
to yield hydroxymethylene ester (3). Rxn with isothiocyanic acid gives the imidazole-2-thiol (5).
Desulfurization Desulfurization or desulphurisation is a chemical process for the removal of sulfur from a material. The term usually refers to the removal of sulfur from a molecule or a material by hydrogenolysis: : Hydrogen is the ultimate sulfur acceptor. A ...
by means Raney-Nickel finishes the synthesis of ethnonam (6).


References

Antifungals Ethyl esters Imidazoles 1-Aminotetralins {{antiinfective-drug-stub