Kinetin → HCID 14035908, Verbindung

HRID 1506568

Reaktionsgleichung

Reaktionsgleichung von HRID 1506568
[CH:1]1[CH:2]=[C:3]([CH2:6][NH:7][C:8]2[N:16]=[CH:15][N:14]=[C:10]3[N:11]=[CH:12][NH:13][C:9]=23)[O:4][CH:5]=1.Br[CH2:18][CH2:19][Cl:20].C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH2:6]([NH:7][C:8]1[N:16]=[CH:15][N:14]=[C:10]2[C:9]=1[N:13]=[CH:12][N:11]2[CH2:18][CH2:19][Cl:20])[C:3]1[O:4][CH:5]=[CH:1][CH:2]=1

Komponenten

5

Edukt 3

HCID 3830KinetinHCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium Carbonate

Produkt 1

HCID 14035908HCID 14035908, VerbindungAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

Kinetin (2 g, 9.3 mmol), 1-bromo-2-chloroethane (1.3 g, 9.1 mmol) and K2CO3 (2.5 g, 24 mmol) were mixed in 100 ml dimethylsulfoxide (DMSO) for 18 h. The reaction mixture was poured onto 200 ml drift ice and then extracted in ethyl acetate and dried over Na2SO4. The ethyl acetate layer was evaporated in vacuo. The pure product of white powder character was recrystallised from methanol. Yield: 80%. 1H NMR (DMSO-d6): 4.07 (2H, t, J=5.82), 4.52 (2H, t, J=5.82), 4.70 (2H, s (br)), 6.23 (1H, d, J=2.67), 6.35 (1H, m), 7.53 (1H, d, J=2.67), 8.22 (2H, m), 8.25 (1H, s)

Aufarbeitung

  1. additionThe reaction mixture was poured onto 200 ml
  2. extractionextracted in ethyl acetate
  3. dry with materialdried over Na2SO4
  4. customThe ethyl acetate layer was evaporated in vacuo
  5. customThe pure product of white powder character was recrystallised from methanol

Quellen und Nachweise

ORD-Eintrag
ord-c18c315c182e4ba582e80e42200137a9
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09220269B2

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