Water → HCID 18354772, Verbindung

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinyl-pyrazole (0.81 g, 1.85 mmol) was dissolved in 8 ml of THF, and then ethylenediamine (0.40 ml, 5.98 mmol) was added. The mixture was stirred at room temperature for 1 hour, heated to 50° C. and then stirred for 24 hours. Then, ethylenediamine (0.40 ml, 5.98 mmol) and THF (3 ml) were further added, followed by stirring for 14 hours. After the completion of the reaction, 20 ml of water was added and THF was distilled off and, further, 10 ml of water and 20 ml of an aqueous saturated sodium chloride solution were added. The mixture was extracted twice with 40 ml of ethyl acetate and the ethyl acetate layer was washed twice with 30 ml of an aqueous saturated sodium chloride solution. The resultant was dried over anhydrous magnesium sulfate and then concentrated to obtain a yellow amorphous. The amorphous was subjected to silica gel column chromatography [eluent: mixed solvent of ethyl acetate and hexane (volume ratio=1:2)] to obtain 0.34 g (0.71 mmol) of the title compound as a pale yellow amorphous. Yield 38%.

1. temperatureheated to 50° C.
2. stirringstirred for 24 hours
3. stirringby stirring for 14 hours
4. additionwas added
5. distillationTHF was distilled off
6. additionfurther, 10 ml of water and 20 ml of an aqueous saturated sodium chloride solution were added
7. extractionThe mixture was extracted twice with 40 ml of ethyl acetate
8. washthe ethyl acetate layer was washed twice with 30 ml of an aqueous saturated sodium chloride solution
9. dry with materialThe resultant was dried over anhydrous magnesium sulfate
10. concentrationconcentrated
11. customto obtain a yellow amorphous

ORD-Eintrag

ord-8e84db2929a445b39e3013327c589713

Quelldatensatz

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06316477B1