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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 85095Erstellt: 24. Oktober 2026

o-(Trifluoromethyl)benzaldehyde → 2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acid

https://huagongshe.com/de/reaction/85095

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukto-(Trifluoromethyl)benzaldehydeHCID 123067—
Edukt2,3-Diaminobenzoic acidHCID 198069—
EduktSodium PyrosulfiteHCID 656671—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acidHCID 6720160274,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

2,3-diaminobenzoic acid (1; 50 mg, 0.33 mmol), 2-(trifluoromethyl)benzaldehyde (2; 57 mg, 0.33 mmol), and sodium metabisulfite (Na2S2O5, 82 mg, 0.43 mmol) were taken up in DMF (5 mL) and stirred at 100° C. for 17 h. The reaction mixture was cooled to room temperature and diluted with H2O. The resulting mixture was stirred at room temperature for 1 h and filtered. The collected solids were washed with water and dried to afford 2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acid 3 as a pale brown solid (75 mg, yield: 74%). MS (ESI) calcd for C15H9F3N2O2: 306.06; found: 307 [M+H].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846947B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-b3298b89d23c40499eca393070544e95
Quellennotizuspto-grants-2014_09