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HRID 85097Erstellt: 24. Oktober 2026

2,3-Diaminobenzoic acid → 2-(6-chloropyridin-3-yl)-1H-benzo[d]imidazole-4-carboxylic acid

https://huagongshe.com/de/reaction/85097

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,3-Diaminobenzoic acidHCID 198069—
EduktSodium PyrosulfiteHCID 656671—
Edukt6-Chloropyridine-3-carbaldehydeHCID 2764053—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(6-chloropyridin-3-yl)-1H-benzo[d]imidazole-4-carboxylic acidHCID 8665378495%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

2,3-Diaminobenzoic acid (1; 200 mg, 1.31 mmol), 6-chloronicotinaldehyde (5; 186 mg, 1.31 mmol), and Na2S2O5 (324 mg, 1.7 mmol) were taken up in DMF (10 mL) and stirred at 100° C. for 18 h. The reaction mixture was cooled to room temperature and diluted with H2O. The resulting mixture was stirred for 1 h at room temperature and filtered. The collected solids were washed with water, MeOH, and dried to afford 2-(6-chloropyridin-3-yl)-1H-benzo[d]imidazole-4-carboxylic acid 6 as a pale solid (340 mg, yield: 95%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846947B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-3bbdb06af4854b2e8c9351df230baf00
Quellennotizuspto-grants-2014_09