Bromochloromethane → 5-Chloromethylthio-1-methyltetrazole

HRID 1707426

Reaktionsgleichung

Reaktionsgleichung von HRID 1707426
[Na].[CH3:2][N:3]1[C:7]([SH:8])=[N:6][N:5]=[N:4]1.Br[CH2:10][Cl:11]>CN(C)C=O.O>[Cl:11][CH2:10][S:8][C:7]1[N:3]([CH3:2])[N:4]=[N:5][N:6]=1

Komponenten

5

Edukt 2

HCID 6333BromochloromethaneHCID 178482029HCID 178482029, Verbindung

Produkt 1

HCID 103520355-Chloromethylthio-1-methyltetrazoleAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1-methyltetrazole-5-thiol sodium salt (2.00 g: 14.5 mMol.) in dimethylformamide (20 ml) under ice cooling is added bromochloromethane (20 ml) in one portion, and the mixture is stirred for 1.5 hour. The reaction mixture is diluted with water and extracted with ethyl acetate. The extract is washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue is purified by silica gel column chromatography (toluene: ethyl acetate=20:1-10:1) to give 5-chloromethylthio-1-methyltetrazole as colorless crystals (1.73 g). Yield: 72%. m.p. 55° to 56° C.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extract is washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue is purified by silica gel column chromatography (toluene: ethyl acetate=20:1-10:1)

Quellen und Nachweise

ORD-Eintrag
ord-aa17aa978c944620a9aa9094d688940a
Quelldatensatz
uspto-grants-1994_10
Patentnummer
US05352792

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