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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1042639Erstellt: 25. Oktober 2026

Water → N-(4-bromonaphthalen-1-yl)-1H-benzo[d]imidazol-2-amine

https://huagongshe.com/reaction/1042639

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktO-PhenylenediamineHCID 7243—
EduktCarbodiimideHCID 160435—
Edukt1-Bromo-4-isothiocyanatonaphthaleneHCID 459362—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-(4-bromonaphthalen-1-yl)-1H-benzo[d]imidazol-2-amineHCID 68461199—

Reaktionsschritte

A slurry of 1-bromo-4-isothiocyanatonaphthalene (1.0 g, 3.8 mmol), o-phenylene diamine (0.45 g, 4.2 mmol), and polymer-supported carbodiimide (9.0 g, 11 mmol, 1.27 mmol/g) in 72 mL THF was heated to 70° C. with a water-cooled reflux condenser for 3 h. The reaction was filtered, rinsing with dichloromethane. The solution was concentrated to a yellow solid, suspended in dichloromethane, and filtered, rinsing with a small quantity of diethyl ether to give N-(4-bromonaphthalen-1-yl)-1H-benzo[d]imidazol-2-amine as a white solid. MS m/z=338 [M+1]+. Calc'd for C17H12BrN3: 337

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08557996B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-797eee8091154d2ca5106115a8d4718a
Quellennotizuspto-grants-2013_10