Synthetic Route of 63874-99-7, These common heterocyclic compound, 63874-99-7, name is 1-(4-Chlorophenyl)-1H-pyrazole-4-carbaldehyde, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
The typical procedure to produce it is as follows: in a 50 mL round-bottom flask, 5 mmol of 1-(4-chlorophenyl)-1H-pyrazole-4-carbaldehyde, named as compound (1), were added to a stirred solution of ammonium acetate 1.25 mmol in dry nitromethane 25 mL. The reaction mixture was refluxed for 12 h, then was allowed to cool and was poured into water. The precipitate was filtrated to vacuum, dried and the crude product was purified by chromatography on silica, using 50:50 n-hexane-CH2Cl2 as mobile phase. The compound (2) was obtained in 72% of yield, as a yellow solid, with a melting point of 146 C and retardation factor Rf = 0.92 (n-hexane/ethyl acetate 7:3). The main infrared bands and NMR data obtained are briefly summarized as follows: IRmax (KBr) cm-1: 3139 (CAH), 1552 and 1325 (NO2), 970 (C(at)C trans); 1H NMR (500.13 MHz) CDCl3 ():8.17 (1H, s, H-5), 8.00 (1H, d, J = 13.5 Hz, H-b), 7.96 (1H, s, H-3), 7.65 (2H, d, J = 8.9 Hz, H-20 and 60), 7.52 (1H, d, J = 13.5 Hz, H-a), 7.47 (2H, d, J = 8.9 Hz, H-30 and 50); 13C NMR (125.76 MHz) CDCl3 (): 140.7 (C-3), 137.3 (C-10), 135.9 (Ca), 133.3 (C-40), 129.8 (2 C-30 and 50), 129.2 (C-b), 128.3 (C-5), 120.4 (2 C- 20 and 60), 115.4 (C-4).
The synthetic route of 63874-99-7 has been constantly updated, and we look forward to future research findings.