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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732028Erstellt: 25. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-Chloropyridine-4-carbohydrazide

https://huagongshe.com/reaction/732028

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktHydrazine hydrate (1:1)HCID 24654—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt2-Chloroisonicotinic acidHCID 236985—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-Chloropyridine-4-carbohydrazideHCID 23620657%

Reaktionsschritte

HOBt (823 mg, 6.09 mmol), and EDCI (1.2 g, 6.09 mmol) were added to a suspension of 2-chloro-isonicotinic acid (800 mg, 5.08 mmol) in acetonitrile (10.3 ml) at room temperature. After two h a solution of hydrazine monohydrate (0.493 ml, 10.2 mmol) in acetonitrile (5.0 ml) was added drop-wise at 0° C. After 30 min, the solvent was removed using a roto-evaporator and the residue was diluted with ethyl acetate, quenched with water, dried over sodium sulfate, filtered and concentrated to afford 2-chloro-isonicotinic acid hydrazide (493 mg, 57%, yellow solid). 1H NMR (DMSO) d (ppm): 10.21 (bs, 1H), 8.55 (d, 1H), 7.82 (s, 1H), 7.75 (d, 1H), 4.69 (bs, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07585881B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-6195c49a2d83482288574045f9e2e352
Quellennotizuspto-grants-2009_09