3-Fluoroaniline → HCID 178509198, compound

Participants

Reaction Steps

This compound was prepared using 2-[(3-fluorophenyl)hydrazono]malononitrile (145 mg, 0.5 mmole), which was derived from 3-fluoroaniline (111 mg, 1 mmole)) and cyclohexyl cyanoacetate (217 mg, 1.3 mmole) as described in Example 8, and hydrazine hydrate (25 mg, 0.5 mmole) in ethanol. Solids had not formed after heating the reaction at 80° C. for 40 minutes, however, analysis of the reaction solution by TLC indicated that no starting material remained. The solution was allowed to cool to room temperature and concentrated. The product was obtained after filtration as a yellow solid (73 mg). 1H NMR (ppm, DMSO-d6): 5.95 (br., s, 2H), 6.90 (m, 1H), 7.20-7.65 (m, 3H), 10.56 (br., s, 1H) 12.77 (br., s, 1H).

Provenance & Evidence