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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 240959Erstellt: 24. Oktober 2026

Ethyl Acetate → 2,3,5-trifluoro-N-(2-fluoro-4-iodophenyl)-6-nitroaniline

https://huagongshe.com/de/reaction/240959

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
Edukt1,2,3,5-Tetrafluoro-4-nitrobenzeneHCID 67566—
Edukt2-Fluoro-4-iodoanilineHCID 185694—
EduktLithium HexamethyldisilazideHCID 2733832—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2,3,5-trifluoro-N-(2-fluoro-4-iodophenyl)-6-nitroanilineHCID 5743007259,24%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

A stirred solution of 2-fluoro-4-iodoaniline (3.64 gm, 15.37 mmol) in dry THF (100 ml) under nitrogen was cooled to −78° C. and a solution of 1.0 M lithium hexa methyl disilazide (LiN(SiMe3)2) “LHMDS” (15.37 ml, 15.37 mmol) was added slowly. This reaction mixture was kept stirring at −78° C. for another hour and then 2,3,4,6-tetrafluoronitrobenzene was added. The reaction mixture was allowed to warm to room temperature and stirring continued for another 16 hours. Ethyl acetate (200 ml) was added to the reaction mixture and was washed with water. Organic layer was dried over sodium sulfate and further purified by column chromatography to provide yellow solid (3.75 gm, yield: 59.24%). M−H+: 410.9. 1H NMR (DMSO, 300 MHz): 6.85 (t, 1H); 7.38 (d, 1H); 7.62 (m, 2H); 8.78 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08648116B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-d3001c237f7e4fb6a70b29de9dd72c68
Quellennotizuspto-grants-2014_02