Piperazine → HCID 2947276, compound

Participants

Reaction Steps

A suspension of N-ethyl-5-fluoro-2-nitroaniline (1.5 g, 8.12 mmol), piperazine (0.979 g, 11.37 mmol), K2CO3 (3.36 g, 24.3 mmol) in DMF (40 mL) was heated in a microwave oven for 1 min at 100 W. The reaction mixture was allowed to cool and then heated for another minute at 100 w. This procedure was repeated 5 times. The suspension was filtered and then concentrated. The crude oil was purified via flash chromatography on silica using CHCl3/MeOH/NH3 9:1:0.4% as eluent to give 1.53 g (75%) of a yellow solid. 1H NMR (CDCl3) δ 8.30 (br s, 1H), 8.08–8.04 (m, 1H), 6.25–6.20 (m, 1H), 5.88–5.86 (m, 1H), 3.39–3.28 (m, 6H), 3.03–2.97 (m, 4H), 1.37 (tr, J=7.2 Hz, 3H); 13C NMR (CDCl3) δ 156.27, 147.74, 128.96, 124.13, 104.28, 93.34, 48.22, 45.99, 37.73, 14.15; MS (posEI) m/z=250 (M+); MS (posESI) m/z=found 250.1429, calc 250.1430. Anal (C12H18N4O2) C, H, O.

Provenance & Evidence