2-Aminothiophenol → 2-(Chloromethyl)benzothiazole

HRID 3921

Reaktionsgleichung

Reaktionsgleichung von HRID 3921
[Cl:1][CH2:2][C:3](OCC)(OCC)OCC.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[SH:20]>C(Cl)Cl>[Cl:1][CH2:2][C:3]1[S:20][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=1

Komponenten

4

Edukt 2

HCID 87132-AminothiophenolHCID 3059222-Chloro-1,1,1-triethoxyethane

Produkt 1

HCID 3049782-(Chloromethyl)benzothiazoleAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-1,1,1-triethoxyethane (5.9 g) and 2-aminothiophenol (2.5 g) was heated at 80° C. for 15 minutes. After cooling to room temperature, it was dissovled in methylene chloride (30 ml) and the resulting solution was washed with 3N HCl (10 ml) and then with water (20 ml). The organic portion was evaporated and the residue chromatographed over silica gel to obtain 2-chloromethylbenzothiazole (3.35 g; 90% yield), m.p. 34° C.

Aufarbeitung

  1. washthe resulting solution was washed with 3N HCl (10 ml)
  2. customThe organic portion was evaporated
  3. customthe residue chromatographed over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-7628ca281c8a4d939d7e63b118d19a45
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723010

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