Water → 5-(2,6-difluorobenzyl)-4-methyl-4H-1,2,4-triazole-3-carboxamide

HRID 727839Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 727839
[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:3]=1[CH2:4][C:5]1[N:6]([CH3:12])[C:7]([CH2:10][OH:11])=[N:8][N:9]=1.O.[C-]#[N:20].[Na+]>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[F:17][C:13]1[CH:14]=[CH:15][CH:16]=[C:2]([F:1])[C:3]=1[CH2:4][C:5]1[N:6]([CH3:12])[C:7]([C:10]([NH2:20])=[O:11])=[N:8][N:9]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 8929Sodium CyanideHCID 199042335-(2,6-difluorobenzyl)-3-hydroxymethyl-4-methyl-4H-1,2,4-triazole

Produkt 1

HCID 199042355-(2,6-difluorobenzyl)-4-methyl-4H-1,2,4-triazole-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysator2×HCID 1140TolueneLösungsmittel

Versuchsvorschrift

1.43 g (6 mmol) of 5-(2,6-difluorobenzyl)-3-hydroxymethyl-4-methyl-4H-1,2,4-triazole and 5.22 g (60 mmol) of manganese dioxide are heated under reflux in 40 ml of toluene for 3 hours using a water separator. The reaction mixture is then cooled and filtered over Hyflo, and the filtrate is concentrated by evaporation. The residue is added to 90 ml of isopropanol saturated with ammonia. At 0°, 1.47 g (30 mmol) of sodium cyanide and 10.44 g (120 mmol) of manganese dioxide are added. The reaction mixture is stirred for 4 hours at 0° and filtered over Hyflo. The filtrate is concentrated by evaporation. Recrystallisation of the residue from ethanol yields the pure 5-(2,6-difluorobenzyl)-4-methyl-4H-1,2,4-triazole-3-carboxamide.

Aufarbeitung

  1. temperatureThe reaction mixture is then cooled
  2. filtrationfiltered over Hyflo
  3. concentrationthe filtrate is concentrated by evaporation
  4. additionThe residue is added to 90 ml of isopropanol saturated with ammonia
  5. filtrationfiltered over Hyflo
  6. concentrationThe filtrate is concentrated by evaporation
  7. customRecrystallisation of the residue from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f942d85ed94c4f01b99c0feca55ffa61
Quelldatensatz
uspto-grants-1991_09
Patentnummer
US05045556

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