Ethonam

Ethonam

File:Ethonam structure.png
Systematic (IUPAC) name
ethyl 3-(1,2,3,4-tetrahydronaphthalen-1-yl)imidazole-4-carboxylate
Identifiers
CAS Number	15037-44-2 Y
PubChem	CID: 27007
UNII	G84P716Z93 Y
ChEMBL	CHEMBL2110611
Chemical data
Formula	C16H18N2O2
Molecular mass	270.33 g/mol
(verify)

Ethonam is an antifungal agent.

Synthesis

File:Ethonam synthesis.svg

Ethonam synthesis:

2-Aminotetralin () is alkylated with ethylchloroacetate to afford the glycine derivative. Heating with formic acid then affords the amide (2). This compound is then reacted with ethyl formate to yield hydroxymethylene ester (3). Rxn with isothiocyanic acid gives the imidazole-2-thiol (5). {The sequence may involve first hydrolysis of the formamido group, followed by addn of the amine to isothiocyanic acid; cyclization of the thiourea nitrogen with the formyl function would complete formation of the heterocycle.} Desulfurization by means Raney-Nickel finishes the synthesis of ethnonam (6).