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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1922281Erstellt: 25. Oktober 2026

Diisopropylethylamine → 4-chloro-N-isobutoxypicolinamide

https://huagongshe.com/reaction/1922281

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktO-(2-Methylpropyl)hydroxylamine--hydrogen chloride (1/1)HCID 12696238—
Edukt4-Chloropyridine-2-carbonyl chloride--hydrogen chloride (1/1)HCID 22397270—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-chloro-N-isobutoxypicolinamideHCID 5772560967%

Reaktionsschritte

To a suspension of 4-chloropicolinoyl chloride hydrochloride (1.0 g, 5.68 mmol, 1.0 eq) in 25 ml of THF were added O-isobutylhydroxylamin hydrochloride (785 mg, 6.25 mmol, 1.1 eq) and N,N-diisopropylethylamine (2.97 ml, 17.0 mmol, 3.0 eq) at room temperature. The reaction mixture was stirred for 30 min and diluted with water (25 mL) and EtOAc (50 mL). The separated organic layer was washed with brine (25 mL), saturated sodium bicarbonate solution (2×25 mL) and dried over sodium sulfate. Concentration under reduced pressure gave the title compound as colorless solid (870 mg, 67%), which was used without further purification. ES/MS m/z 229.0 (MH+), Rt=2.61 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08173689B2
Quelldatensatzuspto-grants-2012_05
ORD IDord-e2ff6f4919a74304b49dbe5409e22976
Quellennotizuspto-grants-2012_05