2-(2,4-Dimethylphenoxy)ethanamine → 4-[2-(2,4-Dimethylphenoxy)ethyl amino)-5-methylthio-6-methylthiomethylpyrimidine

HRID 1378405Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1378405
Cl[C:2]1[C:7]([S:8][CH3:9])=[C:6]([CH2:10][S:11][CH3:12])[N:5]=[CH:4][N:3]=1.[CH3:13][C:14]1[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][C:15]=1[O:16][CH2:17][CH2:18][NH2:19]>O.C(Cl)Cl>[CH3:13][C:14]1[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][C:15]=1[O:16][CH2:17][CH2:18][NH:19][C:2]1[C:7]([S:8][CH3:9])=[C:6]([CH2:10][S:11][CH3:12])[N:5]=[CH:4][N:3]=1

Komponenten

4

Edukt 2

HCID 27942062-(2,4-Dimethylphenoxy)ethanamineHCID 229113124-Chloro-5-methylthio-6-methylthiomethylpyrimidine

Produkt 1

HCID 677174964-[2-(2,4-Dimethylphenoxy)ethyl amino)-5-methylthio-6-methylthiomethylpyrimidineAusbeute 47,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21908982Water methylene chlorideLösungsmittel

Versuchsvorschrift

4.4 g (0.02 mol) of 4-chloro-5-methylthio-6-methylthiomethylpyrimidine and 7.4 g (0.045 mol) of 2-(2,4-dimethylphenoxy)ethylamine were heated for 2 hours at 100° C. The mixture was worked up using a water/methylene chloride mixture, and the organic phase was dried and concentrated. The crude product was purified by chromatography on silica gel (mobile phase, ethyl acetate/methanol (19:1)). 3.3 g (47.2% of theory) of 4-[2-(2,4-dimethylphenoxy)ethyl amino)-5-methylthio-6-methylthiomethylpyrimidine were obtained in the form of a yellow oil.

Aufarbeitung

  1. customthe organic phase was dried
  2. concentrationconcentrated
  3. customThe crude product was purified by chromatography on silica gel (mobile phase, ethyl acetate/methanol (19:1))

Quellen und Nachweise

ORD-Eintrag
ord-4c3b442b51c5404388251a8c4c58583c
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05668140

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