Electric Literature of 1128-54-7,Some common heterocyclic compound, 1128-54-7, name is 3-Methyl-1-phenyl-1H-pyrazole, molecular formula is C10H10N2, 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.
A suspension of Preparation 137 (2 g, 12.58 mmol) in water (50 mL) and tert-Butanol (2 mL) was heated at 70C and a solution of KMnO4 (4.97 g, 31.45 mmol) in water (120 mL) was dropwise added and mixture stirred at 70C for 12 h. Crude was filtered through Celite, concentrated and acidified with 2 N HCl. Product was extracted with ethyl acetate, organic layers were combined and washed with brine, dried over sodium sulphate, filtered and concentrated to yield the title compound as a white solid (4% yield). LRMS: m/z 189 (M+1)+ Retention time: 2.50 min (Method B) 1H NMR (400 MHz, DMSO-d6) delta ppm 6.96 (d, J=2.34 Hz, 1 H) 7.40 (t, J=7.42 Hz, 1 H) 7.55 (t, J=8.01 Hz, 2 H) 7.90 (d, J=7.82 Hz, 2 H) 8.61 (d, J=2.34 Hz, 1 H) 12.99 (br. s., 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Methyl-1-phenyl-1H-pyrazole, its application will become more common.
Reference:
Patent; Almirall, S.A.; Erra Sola, Montserrat; Aguilar Izquierdo, Nuria; Carrascal Riera, Marta; Taboada Martinez, Lorena; Navarro Romero, Eloisa; Vidal Juan, Bernat; EP2390252; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics