1-Iodooctadecane → N-octadecyl-N-pyridin-2-ylpyridin-2-amine

HRID 1471251

Reaktionsgleichung

Reaktionsgleichung von HRID 1471251
[CH:1]1[CH:6]=[C:5]([NH:7][C:8]2[N:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:4]=[CH:3][CH:2]=1.[OH-].[K+].I[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]>CN(C)C=O>[CH2:34]([N:7]([C:5]1[CH:6]=[CH:1][CH:2]=[CH:3][N:4]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][N:13]=1)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH3:17]

Komponenten

5

Edukt 3

HCID 124021-IodooctadecaneHCID 145472,2'-DipyridylamineHCID 14797Potassium Hydroxide

Produkt 1

HCID 66627706N-octadecyl-N-pyridin-2-ylpyridin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a flask were added 1.0 g 2,2′-dipyridylamine, 1.0 g of pulverized potassium hydroxide and 15 ml of N,N-dimethylformamide. After stirring for 1 hour under nitrogen, the mixture was cooled to 5 C and 2.2 g of 1-iodooctadecane were added. The mixture was allowed to warm to 22 C and stirred for 16 hours, then heated to 40 C for 2 hours. After quenching with 25 ml water and cooling to 22 C, the product was filtered and washed with water. The product was dissolved in 25 ml hot ethanol with 100 mg activated carbon, stirred for 30 minutes and filtered through celite. After adding 25 ml water and cooling to 5 C, the product was filtered, washed with water and dried leaving 2.1 g light yellow solid.

Aufarbeitung

  1. additionwere added
  2. temperatureto warm to 22 C
  3. stirringstirred for 16 hours
  4. temperatureheated to 40 C for 2 hours
  5. customAfter quenching with 25 ml water
  6. temperaturecooling to 22 C
  7. filtrationthe product was filtered
  8. washwashed with water
  9. dissolutionThe product was dissolved in 25 ml hot ethanol with 100 mg
  10. stirringstirred for 30 minutes
  11. filtrationfiltered through celite
  12. additionAfter adding 25 ml water
  13. temperaturecooling to 5 C
  14. filtrationthe product was filtered
  15. washwashed with water
  16. customdried
  17. customleaving 2.1 g light yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-84c6f1b66cf9485e9a5bc865a1852b27
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09011734B2

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