Extracurricular laboratory: Synthetic route of 4149-06-8

The chemical industry reduces the impact on the environment during synthesis 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one. I believe this compound will play a more active role in future production and life.

Reference of 4149-06-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

General prodedure: NaH (1 mmol) was suspended in DMF (8 mL), then 3-amino-1-phenyl-2-pyrazolin-5-one (1) (0.48 mmol) was dissolved in DMF (10 mL) and added slowly. The mixture was stirred for 30 min at 0 C. Next vinamidinium salt 2 (0.48 mmol) was added and the resulting mixture heated at 80 C for 6 h and the residue partitioned between CH2Cl2 and H2O. The aqueous layer was extracted with CH2Cl2 and the combined organic layers dried over Na2SO4, filtered and the solvents removed in vacuo. The crude residue was purified by column chromatography (10% EtOAc in hexane) to give products 3a-e. For pyrazolo[3,4-b]pyridine 3f, after evaporation of the solvent, THF (6 mL) and 1 N HCl (6 mL) were added. The mixture was allowed to stir at room temperature for 2 h, then neutralized with saturated aqueous NaHCO3 and extracted with CH2Cl2 (3 × 15 mL). Work-up and purification as above gave 3f.

The chemical industry reduces the impact on the environment during synthesis 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Article; Samar, Chtiba; Fayel, Jemmezi; Jameleddine, Khiari; Tetrahedron Letters; vol. 52; 28; (2011); p. 3648 – 3650;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics