N-Bromophthalimide → 1-[3-(bromomethyl)-4-fluorophenyl]-5-(trifluoromethyl)-1H-tetrazole

HRID 1006347Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1006347
N(C(C)(CC(OC)(C)C)C#N)=NC(C)(CC(C)(OC)C)C#N.[F:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]2[C:34]([C:35]([F:38])([F:37])[F:36])=[N:33][N:32]=[N:31]2)=[CH:26][C:25]=1[CH3:39].[Br:40]N1C(=O)C2=CC=CC=C2C1=O>ClCCl>[Br:40][CH2:39][C:25]1[CH:26]=[C:27]([N:30]2[C:34]([C:35]([F:38])([F:36])[F:37])=[N:33][N:32]=[N:31]2)[CH:28]=[CH:29][C:24]=1[F:23]

Komponenten

5

Edukt 3

HCID 75542N-BromophthalimideHCID 858672,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile)HCID 226746621-(4-fluoro-3-methylphenyl)-5-(trifluoromethyl)-1H-tetrazole

Produkt 1

HCID 226746671-[3-(bromomethyl)-4-fluorophenyl]-5-(trifluoromethyl)-1H-tetrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2,2′-Azobis(4-methoxy-2,4-dimethylvaleronitrile) (50 mg) was added by three portions to the mixture of 1-(4-fluoro-3-methylphenyl)-5-(trifluoromethyl)-1H-tetrazole and N-bromophtalimide (1.44 g) in dichloromethane (16 ml) at 30° C. and the whole was stirred at reflux for 3 hours. After being cooled to room temperature, the mixture was washed with aqueous sodium hydrogen carbonate and aqueous sodium thiosulfate successively. The organic layer was separated, dried over magnesium sulfate, and evaporated under reduced pressure to give a crude 1-[3-(bromomethyl)-4-fluorophenyl]-5-(trifluoromethyl)-1H-tetrazole (3:7).

Aufarbeitung

  1. temperatureat reflux for 3 hours
  2. washthe mixture was washed with aqueous sodium hydrogen carbonate and aqueous sodium thiosulfate successively
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a65cfe61ac354c4d84d5166498004d6e
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06787543B2

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