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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 590638Erstellt: 25. Oktober 2026

1-Chloro-2,4-Dinitrobenzene → 4-(-3-Pentadecylphenoxy)benzene-1,3-diamine

https://huagongshe.com/reaction/590638

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Chloro-2,4-DinitrobenzeneHCID 6—
Edukt1-MethylimidazoleHCID 1390—
EduktHydrogenated cardanolHCID 68146—
LösungsmittelMethyl Ethyl KetoneHCID 6569—
Produkt4-(-3-Pentadecylphenoxy)benzene-1,3-diamineHCID 18345546—

Reaktionsschritte

4-(-3-Pentadecylphenoxy)benzene-1,3-diamine is prepared as described in chapter 2 of Jinu Suju Mathew, “Novel Thermally Stable Polymers from a Renewable Resource (Cashew Nut Shell Liquid): Thesis, Characterization, and Applications,” Ph.D. Thesis, U. of Pune, July 2001, the disclosure of which is totally incorporated herein by reference. More specifically, to a 100 mL three necked round bottom flask equipped with a reflux condenser, thermowell, and magnetic stirrer is added 5 g (0.016 mol) of 3-pentadecylphenol, 1.35 g (1.3 mL, 0.016 mol) of N-methyl imidazole, and 50 mL methyl ethyl ketone, and the solution is stirred for 1.5 hours. Thereafter 3.33 g (0.016 mol) of 2,4-dinitrochlorobenzene is added to this mixture and the reaction mixture is refluxed for 3 hours. The solvent is then distilled off and the residue dissolved in ether. The ether solution is then washed with water, 5% NaOH solution, and again with water. The ether solution is then dried with sodium sulfate and the ether distilled off to obtain the crude product. The crude product is then recrystallized from petroleum ether at 40 to 60° C. to obtain pure 1-(3-pentadecylphenoxy)-2,4-dinitrobenzene, of the formula

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09234109B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-7b06979d1d574d44ac3e2581ae073b9d
Quellennotizuspto-grants-2016_01