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Formic Acid → 2-(beta-Methoxyethyl)amino-6-(beta-methoxyethyl)aminonitrobenzene

HRID 981821
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 981821
C.Cl[C:3]1[CH:8]=[C:7]([NH:9][CH2:10][CH2:11][O:12][CH3:13])[C:6]([N+:14]([O-:16])=[O:15])=[C:5]([NH:17][CH2:18][CH2:19][O:20][CH3:21])[CH:4]=1.C(O)=O>C(N(CC)CC)C.O.[Pd]>[CH3:21][O:20][CH2:19][CH2:18][NH:17][C:5]1[CH:4]=[CH:3][CH:8]=[C:7]([NH:9][CH2:10][CH2:11][O:12][CH3:13])[C:6]=1[N+:14]([O-:16])=[O:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 284Formic AcidHCID 297MethaneHCID 200710824-Chloro-2-(beta-methoxyethyl)amino-6-(beta-methoxyethyl)aminonitrobenzene

Produkt 1

HCID 200710692-(beta-Methoxyethyl)amino-6-(beta-methoxyethyl)aminonitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysator
HCID 962
Water
Lösungsmittel
HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

0.4 g of palladium at a concentration of 10% on active charcoal is added to 0.084 mole (25.5 g) of 4-chloro-2-(β-methoxyethyl)amino-6-(β-methoxyethyl)aminonitrobenzene in 33.4 ml of triethylamine, after which 7 ml of formic acid are added dropwise. At the end of the additions, the reaction mixture is heated for 1 hour 30 minutes, under reflux. The reaction mixture is diluted with 100 ml of 96° alcohol and 100 ml of water. The expected product precipitates. After filtration, the expected product containing the catalyst is dissolved in 90 ml of isopropyl alcohol. The catalyst is removed by hot filtration. The expected product crystallizes.

Aufarbeitung

  1. temperatureAt the end of the additions, the reaction mixture is heated for 1 hour 30 minutes
  2. temperatureunder reflux
  3. customThe expected product precipitates
  4. filtrationAfter filtration
  5. additionthe expected product containing the catalyst
  6. dissolutionis dissolved in 90 ml of isopropyl alcohol
  7. customThe catalyst is removed by hot filtration
  8. customThe expected product crystallizes

Quellen und Nachweise

ORD-Eintrag
ord-abb8d79a029b42918187e3d6971550f6
Quelldatensatz
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04992586

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