3,5-Bis(trifluoromethyl)benzaldehyde → 2-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amine

HRID 1518062

Reaktionsgleichung

Reaktionsgleichung von HRID 1518062
[NH2:1][C:2]1[N:3]=[N:4][N:5]([CH3:7])[N:6]=1.NC1N(C)N=NN=1.[F:15][C:16]([F:30])([F:29])[C:17]1[CH:18]=[C:19]([CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1)[CH:20]=O>C1(C)C=CC=CC=1>[CH3:7][N:5]1[N:4]=[N:3][C:2]([N:1]=[CH:20][C:19]2[CH:22]=[C:23]([C:25]([F:27])([F:28])[F:26])[CH:24]=[C:17]([C:16]([F:15])([F:29])[F:30])[CH:18]=2)=[N:6]1

Komponenten

5

Edukt 3

HCID 1362473,5-Bis(trifluoromethyl)benzaldehydeHCID 1384921-methyl-1H-tetrazol-5-amineHCID 1386772-methyl-2H-1,2,3,4-tetrazol-5-amine

Produkt 1

HCID 766457252-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A crude mixture of 5-amino-2-methyltetrazole and 5-amino-1-methyltetrazole is treated with 3,5-bis(trifluoromethyl)benzaldehyde (48 mL, 71 g, 0.29 mol) in toluene (780 mL), and the mixture is stirred and refluxed for 5 hours. The resulting mixture is filtered to remove off the insoluble solid (5-amino-1-methyltetrazole), and the residue is washed with hot toluene. The filtrate is concentrated to give crude 2-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amine (70.1 g).

Aufarbeitung

  1. temperaturerefluxed for 5 hours
  2. filtrationThe resulting mixture is filtered
  3. customto remove off the insoluble solid (5-amino-1-methyltetrazole)
  4. washthe residue is washed with hot toluene
  5. concentrationThe filtrate is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-0ecfce2fee11470d9d89f56af0ea6374
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232403B2

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