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437711-24-5

1H-Pyrazole, 1-(2-chlorophenyl)-5-(2-furanyl)-3-(trifluoromethyl)- synthesis

2synthesis methods
326-90-9 Synthesis
4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE

326-90-9
140 suppliers
$7.00/1g

41052-75-9 Synthesis
2-Chlorophenylhydrazine hydrochloride

41052-75-9
262 suppliers
$5.00/5g

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Yield:437711-24-5 85%

Reaction Conditions:

Stage #1: 4,4,4-trifluoro-1-(2-furanyl)-1,3-butanedione;o-chlorophenylhydrazine hydrochloride in acetic acid at 80; for 18 h;
Stage #2: with sodium hydroxide in water;ethyl acetate;

Steps:

1.a

Into a 500 mL flask was weighed 25.0 g (139.6 mmol) of 2-chlorophenylhydrazine hydrochloride, 27.4 g (153 mmol) of 4,4,4-trifluoro-1-furan-2-yl-butane-1,3-dione, and 200 mL of acetic acid. The resulting solution was heated at 80 °C for 18 h then was cooled and was washed into a separatory funnel with 1.0 M NaOH and ethyl acetate. The ethyl acetate was separated, washed with 1.0 M NaOH, brine, dried (Na2SO4), and was concentrated in vacuo. The residue was filtered through a short column of silica gel affording 1-(2- chlorophenyl)-5-furan-2-yl-3-trifluoromethyl-1H-pyrazole as a brown oil, yield: 37.31 g (85%); MS (ES): 313 [M+H]+.

References:

WO2008/73825,2008,A1 Location in patent:Page/Page column 134

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