Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1667431Erstellt: 26. Oktober 2026

Benzenemethanamine, 2,5-dichloro- → HCID 58447324, Verbindung

https://huagongshe.com/reaction/1667431

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzenemethanamine, 2,5-dichloro-HCID 457600—
EduktBinap, (A+-)-HCID 634876—
EduktSodium t-butoxideHCID 23676156—
Edukt6-Bromo-4-chlorophthalazin-1(2H)-oneHCID 53308487—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelDimethylacetamideHCID 31374—
ProduktHCID 58447324HCID 58447324—

Reaktionsschritte

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.58 mmol), 2,5-dichloro-benzylamine (0.085 mL, 0.64 mmol), Pd2(dba)3 (53 mg, 0.058 mmol), rac-BINAP (108 mg, 0.17 mmol) and NaOt-Bu (140 mg, 1.45 mmol) in DMA (6 mL) was heated at 80° C. for 1 h. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with water (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) yielded the title compound. 4-Chloro-6-(2,5-dichloro-benzylamino)-2H-phthalazin-1-one: 6 mg (2.9%): m/z (M+H)=354. 1H-NMR (DMSO-d6) δ: 12.39 (s, 1H), 7.96 (d, 1H), 7.66 (m, 1H), 7.53 (d, 1H), 7.47 (m, 1H), 7.40 (dd, 1H), 7.16 (dd, 1H), 6.82 (s, 1H), 4.50 (d, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08044041B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-c1d9ebd9553347a6a878c13c4ce82117
Quellennotizuspto-grants-2011_10