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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1989872Erstellt: 26. Oktober 2026

Diisopropylamine → (1,1'-Biphenyl)-2-carboxamide

https://huagongshe.com/reaction/1989872

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylamineHCID 7912—
EduktThionyl ChlorideHCID 24386—
Edukto-Phenylbenzoic acidHCID 70357—
Edukt4-[1-(Phenylmethyl)-4-piperidinyl]-benzenamineHCID 22499396—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt(1,1'-Biphenyl)-2-carboxamideHCID 83254253,5%

Reaktionsschritte

2-Biphenylcarboxylic acid (0.25 mol) was dissolved in DCM (500 ml) and DMF (0.5 ml). Thionyl chloride (0.51 mol) was added dropwise. The mixture was stirred and refluxed for 1 hour under nitrogen flow. The solvent was evaporated. DCM (500 ml) was added twice. The solvent was evaporated twice. The residue was dissolved in DCM (200 ml) and then added dropwise at 0° C. to a mixture of 4-[1-(phenylmethyl)-4-piperidinyl]-benzenamine (0.25 mol) and N-(1-methylethyl)-2-propanamine (0.75 mol) in DCM (800 ml). The mixture was brought to room temperature and then stirred at room temperature overnight under nitrogen flow. The mixture was washed three times with water (800 ml). The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 125 g of [1,1′-biphenyl]-2-carboxamide, N-[4-[1-(phenylmethyl)-4-piperidinyl]phenyl]-(intermediate 39).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07642378B2
Quelldatensatzuspto-grants-2010_01
ORD IDord-e652dd9fed5846eaa8cce00d70d967af
Quellennotizuspto-grants-2010_01