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Sodium Carbonate → N-(2-methoxy-4-nitrophenyl)-N-(2-pyrid-2-ylethyl)amine

HRID 33090
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 33090
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11][CH3:12].C(=O)([O-])[O-].[Na+].[Na+].CCN[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.C[N:29]1C(=O)C[CH2:31][CH2:30]1>O>[CH3:12][O:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH:29][CH2:30][CH2:31][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 10340Sodium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 705192-Chloro-5-nitroanisoleHCID 118047452-(Ethylamino)pyridine

Produkt 1

HCID 23104829N-(2-methoxy-4-nitrophenyl)-N-(2-pyrid-2-ylethyl)amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

5.62 g (0.03 mol) of 2-chloro-5-nitroanisole, 4 g (0.038 mol) of sodium carbonate, 4.5 g (0.037 mol) of 2-(2-ethylamino)pyridine, and 25 ml of NMP were introduced into a three-necked flask under nitrogen. The mixture was heated to 10° C. After reaction for 6 days, the reaction mixture was cooled and 75 ml of distilled water were then added slowly with vigorous stirring. The nitro derivative appeared in the form of a brown semi-solid, and was extracted with dichloromethane and then purified on a column of silica, eluting with 2/3 ethyl acetate/heptane. 2.1 g of expected nitro derivative (9) were obtained in the form of an orange solid. The proton NMR and 13C spectra and microanalyses were in accordance with the expected structure of the product.

Aufarbeitung

  1. customAfter reaction for 6 days
  2. temperaturethe reaction mixture was cooled
  3. extractionwas extracted with dichloromethane
  4. custompurified on a column of silica
  5. washeluting with 2/3 ethyl acetate/heptane

Quellen und Nachweise

ORD-Eintrag
ord-4b2ff165892d44d880115ac6d39696f1
Quelldatensatz
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07429278B2

Notizen zur Reaktion

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