Methyl iodide → 5-(2-bromo-4-chloro-6-fluoro-phenyl)-2-methyl-2H-tetrazole

HRID 1160601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1160601
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([F:9])[C:3]=1[C:10]1[NH:14][N:13]=[N:12][N:11]=1.[C:15](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([F:9])[C:3]=1[C:10]1[N:11]=[N:12][N:13]([CH3:15])[N:14]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178505825HCID 178505825, Verbindung

Produkt 1

HCID 684526405-(2-bromo-4-chloro-6-fluoro-phenyl)-2-methyl-2H-tetrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of the above tetrazole (16.0 g, 57.7 mmol), potassium carbonate (12.0 g, 86.5 mol), and iodomethane (11.5 g, 80.7 mol) in 15 mL DMF was stirred at room temperature for 3 hours. The mixture was partitioned between ethyl acetate and water, and the organic extract was washed with water and brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to silica gel chromatography eluted with 0-10% ethyl acetate in hexanes to provide the title compound that gave proton NMR spectra consistent with theory and a mass ion (ES+) of 293.0 for M+H+.

Aufarbeitung

  1. customThe mixture was partitioned between ethyl acetate and water
  2. extractionthe organic extract
  3. washwas washed with water and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. washeluted with 0-10% ethyl acetate in hexanes

Quellen und Nachweise

ORD-Eintrag
ord-1855746ac1b94ec4aa1c8a4311f90c3a
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07816380B2

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