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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1473931Erstellt: 26. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-(3-chloro-pyridin-2-yl)-5-iodo-1-methyl-1H-benzimidazole

https://huagongshe.com/reaction/1473931

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt3-Chloropyridine-2-carboxylic acidHCID 824632—
Edukt4-Iodo-N1-methylbenzene-1,2-diamineHCID 66064280—
LösungsmittelWaterHCID 962—
LösungsmittelPyridineHCID 1049—
Produkt2-(3-chloro-pyridin-2-yl)-5-iodo-1-methyl-1H-benzimidazoleHCID 7124791073,4%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 4-iodo-N1-methyl-benzene-1,2-diamine (850 mg), 3-chloro-pyridin-2-carboxylic acid (590 mg), WSC (790 mg), HOBt (46 mg), and pyridine (10 ml) was stirred at 100° C. for 12 hours. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2-(3-chloro-pyridin-2-yl)-5-iodo-1-methyl-1H-benzimidazole (930 mg), which is hereinafter referred to as “intermediate compound (M6-21)”.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09018134B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-d9fbca07446040b19a06952ba4739e10
Quellennotizuspto-grants-2015_04