Diethylamine → HCID 178464205, Verbindung

Temperatur

0 °C

Diethylaminosulphur trifluoride (1.5 ml) was added dropwise to a stirred suspension of 5-cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole-4-carboxylic acid (1.4 g, 0.004 mol) in 2-methoxyethyl ether (11 ml) whilst maintaining the temperature at about 0° C. Potassium fluoride (0.67 g, 0.0115 mol) was added and the mixture was stirred at 0° C. for 0.5 hours, and added slowly to a solution of diethylamine (8.8 g, 12.5 ml, 0.12 mol) in dichloromethane (75 ml) whilst maintaining the temperature in the range 0°-5° C. The mixture was stirred at 0°-5° C. for 1 hour and at room temperature for 0.5 hours. The mixture was washed with saturated aqueous sodium bicarbonate solution (50 ml), dried over anhydrous sodium sulphate and evaporated to dryness. The residue was purified by mplc on silica eluting with a mixture of ethyl acetate and dichloromethane (1:2) to give N,N-diethyl 5-cyano-2-(2,6-dichloro-4-trifluoromethylphenyl)imidazole-4-carboxamide (0.26 g) m.p. 195°-197° C. as an off-white solid.

1. temperaturewhilst maintaining the temperature in the range 0°-5° C
2. stirringThe mixture was stirred at 0°-5° C. for 1 hour and at room temperature for 0.5 hours
3. washThe mixture was washed with saturated aqueous sodium bicarbonate solution (50 ml)
4. dry with materialdried over anhydrous sodium sulphate
5. customevaporated to dryness
6. customThe residue was purified by mplc on silica eluting with a mixture of ethyl acetate and dichloromethane (1:2)

ORD-Eintrag

ord-0d357d1937af493d91cc192f25402096

Quelldatensatz

uspto-grants-1993_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05206257