2-Chloro-1,1,1-triethoxyethane → 2-(Chloromethyl)-5-(trifluoromethyl)-1,3-benzothiazole

HRID 3922

Reaktionsgleichung

Reaktionsgleichung von HRID 3922
Cl.[NH2:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=1[SH:13].[Cl:14][CH2:15][C:16](OCC)(OCC)OCC>C(O)C>[Cl:14][CH2:15][C:16]1[S:13][C:4]2[CH:5]=[CH:6][C:7]([C:9]([F:10])([F:11])[F:12])=[CH:8][C:3]=2[N:2]=1

Komponenten

4

Edukt 2

HCID 3059222-Chloro-1,1,1-triethoxyethaneHCID 27346782-Amino-4-(trifluoromethyl)benzenethiol hydrochloride

Produkt 1

HCID 142042052-(Chloromethyl)-5-(trifluoromethyl)-1,3-benzothiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 2-amino-4-trifluoromethylthiophenol hydrochloride (30.0 g) in ethanol (125 ml) was added 2-chloro-1,1,1-triethoxyethane (31.0 g). The mixture was heated for 1 hour at 60° C. The solution was concentrated to remove excess ethanol and the resulting material was extracted with ether (500 ml). The organic extract was washed successively with 10% HCl (20 ml), water (100 ml), 10% sodium bicarbonate solution and water (100 ml), and then evaporated to obtain an amber colored oil, which crystallized upon standing at room temperature (28.9 g; m.p. 52° C).

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. customto remove excess ethanol
  3. extractionthe resulting material was extracted with ether (500 ml)
  4. extractionThe organic extract
  5. washwas washed successively with 10% HCl (20 ml), water (100 ml), 10% sodium bicarbonate solution and water (100 ml)
  6. customevaporated
  7. customto obtain an amber colored oil, which
  8. customcrystallized
  9. customupon standing at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-17f6266b5d2e48cc810a4fc82883f5f9
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723010

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