2-Nitro-4-fluoro-5-(piperazin-1-yl)aniline → 4-Fluoro-5-(piperazin-1-yl)-1,2-phenylenediamine

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Reaction Steps

The nitroaniline derivative (5.6 g, 0.023 mol) (obtained in step 1 above) was hydrogenated using 10% Pd-C (1.0 g) in ethanol (25 mL), using a procedure analogous to that described in preparation 1 (step 4) to yield 4-fluoro-5-(piperazin-1-yl)-1,2-phenylenediamine (4.7 g, 98%) as a brown viscous oil. IR (Neat) 3283 cm-1 ; 1H NMR (CDCl3) δ 2.80 (brs, 5H, NH), 2.94 (m, 4H, N(CH2)2), 3.06 (m, 4H, N(CH2)2), 6.42 (d, J=7.8 Hz, 1H), 6.47 (d, J=12.4 Hz, 1H); Mass (m/z) 210 (M+.).

Provenance & Evidence