Fipronil synthesis

13synthesis methods

Product Name:Fipronil
CAS Number:120068-37-3
Molecular formula:C12H4Cl2F6N4OS
Molecular Weight:437.15

120067-83-6

120068-37-3

Example 1: This example illustrates the synthesis of 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile. 100 g (0.23 mol) of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole (compound of formula (II)) was dissolved in a solvent mixture consisting of 900 g (6.97 mol) of dichloroacetic acid (DCAA) and 30 g (0.3 mol) of concentrated sulfuric acid. After stirring at 15°C for 30 min, 25 g (0.22 mol) of 30% w/w aqueous hydrogen peroxide solution was slowly added over 90 min. The reaction was continued until HPLC analysis showed a conversion of more than 95%. Upon completion of the reaction, the reaction mixture was quenched using sodium sulfite (Na2SO3). Subsequently, the separation and purification of the product was carried out by conventional methods, resulting in the target product in 98% yield and 97.5% HPLC purity.

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120068-79-3 Synthesis

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

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120068-37-3
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Yield:120068-37-3 99%

Reaction Conditions:

with dimethylamine p-toluenesulfonate for 10 h;Heating;

Steps:

4

4. Add CF3SOCl to the appropriate reagent, react, heat up, and then add 99.5% of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole. And a mixture of p-toluenesulfonic acid dimethylamine salt, while adding a catalyst, and reacting for 10 hours, the solvent was evaporated under reduced pressure to obtain 98-99% of fipronil.

References:

CN104557713,2018,B Location in patent:Paragraph 0007; 0012

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120068-37-3
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References

2926-29-6 Synthesis