Reference of 13808-62-3,Some common heterocyclic compound, 13808-62-3, name is 4-Methyl-3-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.
General procedure: A mixture of (E)-2-methyl-3-phenylacrylaldehyde (1c) (146 mg, 1.0 mmol) and TsNHNH2 (205 mg, 1.1 mmol) in CH3CN (2 mL) were stirred at room temperature for 3 h and then CH3CN (2 mL), NaOH (44 mg, 1.1 mmol) were added and the mixture was heated at reflux for 15 h, then NaOH (60 mg, 1.5 mmol) and benzyl bromide (255 mg, 1.5 mmol) were subsequently added and the mixture was stirred at room temperature for 2 h. The product was extracted with Et2O and the organic layer was washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. Purification by chromatography on silica gel afforded the desired product 4k as colorless oil (233 mg, 94%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Methyl-3-phenyl-1H-pyrazole, its application will become more common.
Reference:
Article; Tang, Meng; Zhang, Fu-Min; Tetrahedron; vol. 69; 5; (2013); p. 1427 – 1433;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics