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Formic Acid → 2-Nitrobenzene-1,3-diamine

HRID 981813
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 981813
Cl[C:2]1[CH:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([NH2:12])[CH:3]=1.C(O)=O>C(N(CC)CC)C.[Pd]>[NH2:8][C:6]1[CH:7]=[CH:2][CH:3]=[C:4]([NH2:12])[C:5]=1[N+:9]([O-:11])=[O:10]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 284Formic AcidHCID 20071078HCID 20071078, Verbindung

Produkt 1

HCID 141474902-Nitrobenzene-1,3-diamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

68 mg of palladium at a concentration of 10% on charcoal are added to 0.016 mole (3 g) of 4-chloro-2,6-diaminonitro-benzene in 6 ml of triethylamine, and 1.32 ml of formic acid are then added dropwise. A high exothermicity is noted. The reaction medium is heated to 90° C. for 1 hour 30. After dilution of the reaction mixture with ethanol, the catalyst is removed by hot filtration. The filtrate, evaporated to dryness under reduced pressure, enables a dry extract to be obtained. After dilution of the dry extract with water, the expected product precipitates. After filtration and washing with water, followed by drying under vacuum in the presence of phosphorus pentoxide, it is recrystallized from toluene. It melts at 142° C. (literature 141° C., 145° C.).

Aufarbeitung

  1. additionare then added dropwise
  2. customAfter dilution of the reaction mixture with ethanol, the catalyst is removed by hot filtration
  3. customThe filtrate, evaporated to dryness under reduced pressure
  4. extractionextract
  5. customto be obtained
  6. extractionAfter dilution of the dry extract with water
  7. customthe expected product precipitates
  8. filtrationAfter filtration
  9. washwashing with water
  10. dry with materialby drying under vacuum in the presence of phosphorus pentoxide, it
  11. customis recrystallized from toluene
  12. customIt melts at 142° C. (literature 141° C., 145° C.)

Quellen und Nachweise

ORD-Eintrag
ord-2d58795f0f45483ab6f6697622e6a4c0
Quelldatensatz
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04992586

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