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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1358754Erstellt: 25. Oktober 2026

Triethylamine → N-(2-Ethylamino-5-trifluoromethanesulfonyl-phenyl)-2-(4-methanesulfonyl-phenyl)-acetamide

https://huagongshe.com/reaction/1358754

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt4-Mesylphenylacetic acidHCID 572345—
EduktN1-ethyl-4-trifluoromethanesulfonylbenzene-1,2-diamineHCID 703518—
LösungsmittelAcetonitrileHCID 6342—
ProduktN-(2-Ethylamino-5-trifluoromethanesulfonyl-phenyl)-2-(4-methanesulfonyl-phenyl)-acetamideHCID 9956080—

Reaktionsschritte

To a solution of 4-methylsulfonylphenylacetic acid (100 mg, 0.467 mmol) in acetonitrile was added 1-hydroxybenzotriazole (76 mg, 0.56 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carboiimide hydrochloride (108 mg, 0.56 mmol), triethylamine (0.143 mL, 1.03 mmol) and N1-ethyl-4-[(trifluoromethyl)sulfonyl]benzene-1,2-diamine (125 mg, 0.467 mmol). The mixture was stirred at room temperature for overnight. The reaction was extracted with ethyl acetate, washed with water and brine, dried, concentrated and recrystallized from ethyl acetate to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ9.54 (br s, 1H, NH), 7.88 (d, J=8.3 Hz, 2H), 7.75 (d, J=2.1 Hz, 1H), 7.64 (dd, 1H), 7.61 (d, J=8.3 Hz, 2H), 6.90 (d, J=9.0 Hz, 1H), 6.70 (t, J=5.2 Hz, 1H, NH), 3.86 (s, 2H, CH2), 3.31 (s, 3H, CH3), 3.29 (m, 2H, NCH2CH3), 1.20 (t, J=7.1 Hz, 3H, NCH2CH3). MS 465 [M++1].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06596772B1
Quelldatensatzuspto-grants-2003_07
ORD IDord-ba4f8aed8a1b4c888778176ca726eb1f
Quellennotizuspto-grants-2003_07