Methanol → HCID 178458086, Verbindung

Temperatur

120 °C

A 7.9 g portion of triethyl orthopropionate was added to 5.0 g of 3-amino-4-ethyl-1H-pyrazole and the mixture was heated at 120° C. to distill off the thus formed ethanol. After 3 hours of the reaction, the reaction solution was cooled down to room temperature and mixed with 30 ml of methanol, 3.2 g of hydroxylamine hydrochloride and 4.6 g of triethylamine in that order, followed by 3 hours of heating under reflux. After distilling off the solvent under a reduced pressure, the resulting residue was mixed with 150 ml of ethyl acetate and washed twice with water, and the ethyl acetate layer was dried over anhydrous magnesium sulfate and concentrated under a reduced pressure. Thereafter, the thus obtained residue was subjected to silica gel column chromatography. Elution with methanol-chloroform (1:20, v/v) gave 3.9 g of N-(4-ethyl-1H-pyrazol-3-yl)propionamidoxime.

1. distillationto distill off the thus formed ethanol
2. customAfter 3 hours of the reaction
3. temperaturethe reaction solution was cooled down to room temperature
4. temperatureof heating
5. temperatureunder reflux
6. distillationAfter distilling off the solvent under a reduced pressure
7. additionthe resulting residue was mixed with 150 ml of ethyl acetate
8. washwashed twice with water
9. dry with materialthe ethyl acetate layer was dried over anhydrous magnesium sulfate
10. concentrationconcentrated under a reduced pressure
11. washElution with methanol-chloroform (1:20, v/v)

ORD-Eintrag

ord-e5768e93c0f54ffea10dc133a863c4aa

Quelldatensatz

uspto-grants-1995_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05475114