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HRID 1598952Erstellt: 25. Oktober 2026

Water → 4-Fluorobenzoic acid 2-[6-(trifluoromethyl)-2-pyridinyl]hydrazide

https://huagongshe.com/reaction/1598952

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt4-Fluorobenzoyl chlorideHCID 67879—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Hydrazinyl-6-(trifluoromethyl)pyridineHCID 13339384—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Fluorobenzoic acid 2-[6-(trifluoromethyl)-2-pyridinyl]hydrazideHCID 6763873064,4%

Reaktionsschritte

To a stirred solution of 6-(trifluoromethyl)pyridin-2-ylhydrazine (3.00 g, 16.4 mmol) and 4-fluorobenzoyl chloride (2.95 g, 18.63 mmol) in anhydrous THF (20 mL) at 0° C. under N2 was added diisopropylethylamine (2.41 g, 18.63 mmol). After 15 min, the solution was allowed to warm to room temperature over 1 h. Water (80 mL) was added, and the aqueous layer was extracted with ethyl acetate (2×100 mL). The organic extracts were combined, washed with water (100 mL), dried over MgSO4, and concentrated in vacuo to a tan solid. Recrystallization from ethyl acetate afforded the title compound of Step A as a white solid (3.16 g). 1H NMR (Me2SO-d6, 400 MHz) δ10.55 (s,1H), 9.10 (s, 1H), 8.00 (m,2H), 7.80 (t, 1H), 7.40 (t,2H), 7.15 (d, 1H), 6.90 (d, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05739326
Quelldatensatzuspto-grants-1998_04
ORD IDord-a58c2e91749645178b984b5afd229705
Quellennotizuspto-grants-1998_04