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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1243957Erstellt: 26. Oktober 2026

Ammonia → Benzonitrile, 3-(aminomethyl)-

https://huagongshe.com/reaction/1243957

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktIsophthalonitrileHCID 12276—
EduktSodium HydroxideHCID 14798—
Edukt3-Cyanobenzoic acidHCID 15875—
Edukt3-CyanobenzamideHCID 76974—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
ProduktBenzonitrile, 3-(aminomethyl)-HCID 457594—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

A commercially available activated carbon-supported palladium catalyst “PDC-3000” available from Toyo C.C.I. Co., Ltd. (supported palladium: 3% by weight) was activated by reduction with hydrogen. A 100-ml autoclave was successively charged with 3.0 g of the activated catalyst, 12.8 g of isophthalonitrile containing as impurities 3.42% by weight of 3-cyanobenzamide and 0.24% by weight of 3-cyanobenzoic acid, 37 g of liquid ammonia, and 0.1 g of sodium hydroxide. Then, hydrogen was introduced into the autoclave to increase the inner pressure to 20 MPa (gauge). The concentration in the reaction solution was 0.877% by weight for the benzamide compound and 0.062% by weight for the benzoic acid compound. The autoclave was shaken at 50° C. for 30 min. The gas chromatographic analysis on the reaction product solution showed that the conversion of isophthalonitrile was 92.0 mol %, the yields of 3-cyanobenzylamine was 54.3 mol %, and the yield of m-xylylenediamine was 4.2 mol %. The by-products were substantially high-boiling substances.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07119230B2
Quelldatensatzuspto-grants-2006_10
ORD IDord-38a9f32f63804f6b86f1ed09d09dcd97
Quellennotizuspto-grants-2006_10