Valconazole Chemical Properties

Boiling point:

501.1±50.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

pka

6.41±0.12(Predicted)

Valconazole Usage And Synthesis

Originator

Valconazole,JINGTIAN PORTLINK CO., LTD

Manufacturing Process

1). 0.9 moles 4-(2,4-dichlorophenoxy)-2,2-dimethylbutan-3-one, 1 mole trimethyl ammonium chloride and 1 mole paraformaldehyde were in 300 ml dry ethanol dissolved. 2 ml conc. hydrochloric acid was added and the mixture was heated to reflux for 2 hours. After adding of 1 extra mole of paraformaldehyde the mixture was heated to reflux for 2 hours and stood for night at room temperature. Then it was poured into 1.2 L water and extracted with 1.5 L ether. The water layer was basified with solution of ammonia to pH 8 and extracted with 1 L ether. The ether phase was separeted and dried over sodium sulphate and the solvent was removed in vacuum to give [2-(2,4- dichlorophenoxy)-4,4-dimethyl-3-oxopentyl]trimethylammonium chloride.
2). 0.1 mol of above ammonium chloride was dissolved in 200 ml of dry tetrahydrofuran and 0.2 moles triethylamine was added by stirring at room temperature. A precipitate of triethylammonium chloride was filtered off and filtrate was distilled to dryness. The residue was immediately dissolved in 300 ml dry acetonitrile and 0.15 moles of methyl iodide were added dropwise at room temperature and by stirring. The mixture was stood at room temperature for 1 hour. Then it boiled for 30 minutes. After that, the solvents were evaporated and the residue was heated to boiling in the mixture of ethyl acetate/methyl ethyl ketone (1:1). On cooling the precipitate of [2-(2,4- dichlorophenoxy)-4,4-dimethyl-3-oxopentyl]trimethylammonium iodide was filtered off and washed with ether.
3). To a solution of 0.0464 moles [2-(2,4-dichlorophenoxy)-4,4-dimethyl-3- oxopentyl]trimethylammonium iodide in 250 ml dry acetonitrile 0.15 moles of imidazole was added and heated to reflux for 24 hours. The solvent was removed in vacuum. The residue was dissolved in 500 ml methylene chloride and washed with water. The organic phase was separated and dried over sodium sulphate. Methylene chloride was distilled off to give 2-(2,4- dichlorophenoxy)-1-(1H-imidazol-1-yl)-4,4-dimethyl-3-pentanone melted at 85-87°C. Hydrochloride melted at 118°C.

Therapeutic Function

Antifungal

Valconazole(56097-80-4)Related Product Information

• Valconazole
• 4-IMIDAZOL-1-YL-BUTAN-2-ONE
• 1-(4-CHLOROPHENOXY)-2-PROPANONE
• 1-(4-Chlorophenoxy)-3,3-dimethyl-2-butanone