HCID 54321252, Verbindung → 3,4-Diamino-n-phenylbenzamide

HRID 1406434Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1406434
[N+:1]([C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8])([O-])=O.[H][H]>C1COCC1.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][C:18]=1[NH2:19])[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8]

Komponenten

5

Edukt 2

HCID 54321252HCID 54321252, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 181854863,4-Diamino-n-phenylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of the product obtained at (1a) (19.0 g, 46.3 mmol) in 200 mL of THF was combined with 10% palladium on charcoal (3.0 g) and hydrogenated in a Parr apparatus at ambient temperature for 20 h at 3.5 bar hydrogen pressure. Then the mixture is filtered and the filtrate is concentrated i.vac. The residue is purified by chromatography on silica gel (eluent gradient: dichloromethane/(methanol/conc. ammonia=95:5)=100:0->92:8).

Aufarbeitung

  1. additionA mixture of the product
  2. filtrationThen the mixture is filtered
  3. concentrationthe filtrate is concentrated i.vac
  4. customThe residue is purified by chromatography on silica gel (eluent gradient: dichloromethane/(methanol/conc. ammonia=95:5)=100:0->92:8)

Quellen und Nachweise

ORD-Eintrag
ord-2628b98d87ea48b0bf80e4ed9d5488e0
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08916599B2

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