Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732534Erstellt: 25. Oktober 2026

N-Methylpropylamine → Methyl 3-iodo-5-{[methyl(propyl)amino]carbonyl}benzoate

https://huagongshe.com/reaction/732534

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-MethylpropylamineHCID 12315—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Edukt3-Iodo-5-(methoxycarbonyl)benzoic acidHCID 15840391—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 3-iodo-5-{[methyl(propyl)amino]carbonyl}benzoateHCID 2108618575,3%

Reaktionsschritte

Mix 5-iodo-isophthalic acid monomethyl ester (3.6 g), N-methyl propyl amine (1.2 mL, 11.8 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (2.3 g, 11.8 mmol), and 1-hydroxybenzotriazole hydrate (1.6 g, 11.8 mmol) in dichloromethane (40 mL) and stir at room temperature for 4 h. Dilute with dichloromethane (20 mL), wash with water, 5% aqueous ammonium chloride solution, 5% aqueous sodium bicarbonate solution. Dry (sodium sulfate), concentrate and purify (silica gel chromatography, eluting with ethyl acetate and hexanes) to give the title compound (3.2 g, 74%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07585885B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-2ae68db5ccde4037ab94d90d82891dce
Quellennotizuspto-grants-2009_09