Reference of 16209-00-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16209-00-0, name is 4-(1H-Pyrazol-1-yl)benzoic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
PPZ4COOH (1054 mg, 5.61 mmol) (obtained from Wako Pure Chemical) was dissolved in EtOH (60 ml) and 1 ml of was added and refluxed overnight at 100 C to obtain PPZ4COOEt (956.8 mg, 4.42 mmol). PPZ4COOEt (956.8 mg, 4.42 mmol) and iridium (III) chloride trihydrate ( (790 mg, 2.24 mmol) were added to 2-ethoxyethanol (2 EtOEtOH, 60 ml) and deionized water (20 ml) & refluxed overnight at 140 C and then filtered, PPZ4COOEt chlorine bridged binuclear complex (1.4 g, 1.06 mmol) was obtained. And added to 5 – mesityl dipyrromethane (290 mg, 1.10 mmol), 2,3 – dichloro – 5, 6 – dicyano – 1, 4-benzoquinoline (DDQ) (250 mg, 1.10 mmol) tetrahydrofuran and stirred at room temperature for 1 hour, then potassium carbonate ( ) (1 g, 7.23 mmol) was added and stirred again for 15 minutes and further PPZ4COOEt chlorine bridged binuclear complex (730 mg, 0.055 mmol)) was added and the mixture was refluxed overnight at 100 C in a nitrogen gas atmosphere, and the resultant product was washed with chloroform, filtered and the raw material was removed by column chromatography (developing solvent: chloroform: ethyl acetate = 9: 1), and then purified by recycling preparative HPLC (Japan Analytical Industry, LC 9225 NEXT) to obtain PPZ4COOEtMD. Thereafter, the solution was refluxed overnight at 85 C using a large excess amount of lithium hydroxide monohydrate (LiOH ¡¤ H 2 O) in THF: 3: 1: 3 solution, then 0.1 M HCl was used until the pH was about 1 , and then liquid-separated with chloroform to obtain PPZ4COOHMD (173 mg, 0.21 mmol). N-hydroxysuccinimide (NHS: 34.5 mg, 0.30 mmol), 1-ethyl-3- (3- dimethylaminopropyl) carboximide hydrochloride (EDCHCl: 57.5 mg, 0.30 mmol), N, N-dimethylformamide (DMF) were added to PPZ4COOHMD (83 mg, 0.10 mmol), and the mixture was stirred overnight under a nitrogen atmosphere. Thereafter, trimethylamine was added in a large excess amount and the mixture was stirred overnight, and the obtained product was purified using column chromatography (eluent: chloroform: methanol = 97: 3, filler: alumina) to obtain the desired product PPZ4DMMD (60 mg, 0.062 mmol).
The synthetic route of 4-(1H-Pyrazol-1-yl)benzoic acid has been constantly updated, and we look forward to future research findings.