Benzenecarboximidamide, 5-fluoro-N-hydroxy-2-methyl- synthesis

Yield:-

Reaction Conditions:

with hydroxylamine in ethanol at 90; for 12 h;

Steps:

Intermediate 1 (0461) 5-Fluoro-N-hydroxy-2-methylbenzenecarboximidamide

Intermediate 1 (0461) 5-Fluoro-N-hydroxy-2-methylbenzenecarboximidamide (0462) 5-Fluoro-2-methylbenzonitrile (1.01 g, 7.47 mmol) was dissolved in ethanol (15 mL) at ambient temperature. Hydroxylamine (0.550 mL, 8.97 mmol) was added and the reaction mixture warmed to 90° C. The reaction mixture was allowed to stir for 12 h at 90° C. The reaction mixture was allowed to cool and was concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with a gradient of ethyl acetate:hexanes-0:100 to 35:65, to afford the title compound. MS: m/z=169.1 [M+H].

References:

US2017/275260,2017,A1 Location in patent:Paragraph 0461; 0462