Nitric Acid → methyl 1-(decahydro-1-napthalenyl)-1H-imidazole-5-carboxylate mononitrate

Participants

Reaction Steps

A mixture of 77.7 parts of methyl 1-(decahydro-1-naphthalenyl)-2-mercapto-1H-imidazole-5-carboxylate, 157 parts of nitric acid, 300 parts of water and 0.2 parts of sodium nitrite was stirred for 1.5 hours at room temperature. The reaction mixture was poured into crushed ice and treated with a sodium hydroxide solution. The product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was converted into the nitrate salt in 1,1'-oxybisethane. The salt was filtered off and dried, yielding 33.9 parts (39.4%) of methyl 1-(decahydro-1-napthalenyl)-1H-imidazole-5-carboxylate mononitrate; mp. 148.6° C. (compound 1.03).

Provenance & Evidence