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1529801-55-5

2-chloro-8-(trifluoromethyl)Quinoxaline synthesis

2synthesis methods
-

Yield:1529801-55-5 35%

Reaction Conditions:

Stage #1: glyoxylic acid ethyl ester;3-(trifluoromethyl)benzene-1,2-diamine in ethanol;Reflux;
Stage #2: with trichlorophosphateReflux;

Steps:

Preparation of 2-chloro-8-( trifluoromethy l)quinoxaline

3-(Trifluoromethyl)benzene-I,2-diamine (4.4 g, 25 mmol) and ethyl2-oxoacetate (2.7 g, 27mmol) were refluxed in ethanol (50 mL) overnight. The mixture was cooled and the precipitate wascollected by filtration. The precipitate was refluxed overnight in phosphorus oxychloride (30 mL),and then the reaction mixture was concentrated. A solution of sodium hydroxide in water (0.5 M, 20mL) was added, and the reaction mixture was extracted with chloroform. The crude product was25 purified by silica gel column chromatography eluting with chloroform to afford I.4 g, 35% of thetitled compound as a brown solid. MS (ESI) m/z 233.4 (M+ It.

References:

WO2014/5129,2014,A1 Location in patent:Page/Page column 111