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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 322006Erstellt: 23. Oktober 2026

Dimethylformamide → 3-Chloro-2-methyl-6-nitrobenzonitrile

https://huagongshe.com/de/reaction/322006

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt2,6-Dichloro-3-nitrotolueneHCID 97155—
EduktHCID 178418546HCID 178418546—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-Chloro-2-methyl-6-nitrobenzonitrileHCID 2200896160,2%

Reaktionsschritte

A solution of 10 g (49 mmol) of 2,6-dichloro-3-nitrotoluene and 4.8 g (54.0 mmol) of CuCN in 100 ml of abs. DMF was stirred at 150° C. for 6 h, a further 2.4 g (27.0 mmol) of CuCN being added after 4 h. The solvent was stripped off and the residue obtained taken up in ethyl acetate. The precipitate deposited was filtered off and extracted several times with warm ethyl acetate. The combined ethyl acetate solutions were washed with H2O, dilute ammonia solution, and saturated NaCl solution, dried over Na2SO4, and concentrated to dryness. The resulting yellow, crystalline residue was purified by column chromatography on SiO2 using EA/n-heptane 1:10 as a solvent. 5.8 g of the title compound resulted in the form of yellow crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06211196B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-dee4e1ef582640dcb0215f4430dde985
Quellennotizuspto-grants-2001_04