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

HRID 2291445
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2291445
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-0973890313744b3886d8e02a074baa2c
Quelldatensatz
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04797129

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