Methanol → HCID 178479534, compound

Participants

Reaction Steps

2.3 g (0.008 mole) of D was stirred with 75 ml of abs. EtOH, 0.61 g (0.0088 mole) of hydroxylamine hydrochloride and 0.49 g (0.0088 mole) of crushed potassium hydroxide. The brown suspension was refluxed for 2 hours and then sat at room temperature overnight. The suspension was poured into 500 ml of water and an orange solid instantly precipitated out. The suspension continued to stir several minutes and then was filtered and the solid was air dried for 5 hours. The yield was 2.3 g (91% yield) of 5-(4-nitro-3-trifluoromethylphenyl)-N-hydroxy-2-furancarboximidamide (E1). 1 g of E1 was converted to its HCl salt (E2) using MeOH, MeOH/HCl, ethyl ether. The product was a tan solid which was dried at 100° in vacuum overnight. The IR, NMR and MS were consistent with structure of E2, and the m.p. was 221° with decomposition.

Provenance & Evidence