Formic Acid → HCID 20071081, Verbindung

HRID 981816Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 981816
Cl[C:2]1[CH:7]=[C:6]([NH:8][CH3:9])[C:5]([N+:10]([O-:12])=[O:11])=[C:4]([NH2:13])[CH:3]=1.C(O)=O>C(N(CC)CC)C.[Pd]>[NH2:13][C:4]1[CH:3]=[CH:2][CH:7]=[C:6]([NH:8][CH3:9])[C:5]=1[N+:10]([O-:12])=[O:11]

Komponenten

5

Edukt 2

HCID 284Formic AcidHCID 20071066HCID 20071066, Verbindung

Produkt 1

HCID 20071081HCID 20071081, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

59.5 mg of palladium at a concentration of 10% on charcoal are added to 0.014 mole (2.8 g) of 4-chloro-2-amino-6-methylaminonitrobenzene in 5.3 ml of triethylamine, and 1.16 ml of formic acid are then run in dropwise. A high exothermicity is noted. The reaction mixture is heated to 80° C. for 40 minutes. After dilution of the reaction mixture with ethanol, the catalyst is removed by hot filtration. The filtrate, evaporated under reduced pressure, enables a dry extract to be obtained. After dilution of the dry extract with water, the expected product precipitates. After being filtered off and washed with water, the precipitate is dried under vacuum in the presence of phosphorus pentoxide. After two recrystallizations from isopropanol in order to remove a gum, the product melts at 70° C.

Aufarbeitung

  1. customAfter dilution of the reaction mixture with ethanol, the catalyst is removed by hot filtration
  2. customThe filtrate, evaporated under reduced pressure
  3. extractionextract
  4. customto be obtained
  5. extractionAfter dilution of the dry extract with water
  6. customthe expected product precipitates
  7. filtrationAfter being filtered off
  8. washwashed with water
  9. dry with materialthe precipitate is dried under vacuum in the presence of phosphorus pentoxide
  10. customAfter two recrystallizations from isopropanol in order
  11. customto remove a gum

Quellen und Nachweise

ORD-Eintrag
ord-17d6ff2e51d34a8e9902539caf952d50
Quelldatensatz
uspto-grants-1991_02
Patentnummer
US04992586

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