ChemicalBook CAS DataBase List Tralopyril

Tralopyril synthesis

4synthesis methods

Product Name:Tralopyril
CAS Number:122454-29-9
Molecular formula:C12H5BrClF3N2
Molecular Weight:349.53

Tralopyril is an important intermediate in the synthesis of carbofuran, and bromine is the core raw material for the synthesis of Tralopyril. Tralopyril is a pyrrole resulting from the N-dealkylation of the ethoxymethyl group of chlorfenapyr. Chlorfenapyr is the first commercial proinsecticide developed by introducing ethoxymethyl group into the pyrrole N of tralopyril.?

2-(4-Chlorophenyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile

122454-23-3
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122454-29-9
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Yield:122454-29-9 95%

Reaction Conditions:

with 4-dimethylaminopyridine;bromine;iron⁽⁰⁾ in tetrahydrofuran;Carbon tetrachloride at 20 - 50; for 4.5 h;Solvent;Reagent/catalyst;

Steps:

1-12 Example 1

In a 500mL reaction flask,27.1 g (about 0.1 mol) of 2-p-chlorophenyl-5-trifluoromethylpyrrole-3-carbonitrile were added,Dissolve with 200mL tetrahydrofuran and 50mL carbon tetrachloride,Then add 0.6g of iron powder,4-dimethylaminopyridine 14.7g (about 0.12mol),Stir for 30 min.Then slowly drop 19.8g of liquid bromine (about 0.11mol),Control the temperature to 40 ~ 50 , after dripping,The reaction was carried out at room temperature for 4h. After the completion of the reaction, after the reaction solution was cooled, water was added and stirred,The mixed solvent was distilled off, a large amount of light yellow solid was precipitated in the water phase, filtered, the filter cake was washed three times with water, the filter cake was collected, and dried to obtain 33.2 g of yellow-white solid 4-bromo-2-p-chlorophenyl-5-triphenylene Fluoromethylpyrrole-3-carbonitrile, the purity of the product detected by HPLC was 98.5%, and the yield was 95.0%.

References:

CN114573494,2022,A Location in patent:Paragraph 0051-0086

623-03-0 Synthesis