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

HRID 2372404Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2372404
[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.Cl.[C-]#[N:21].[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]([NH2:21])=[O:11])=[N:8][N:9]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 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-291467b930b44cad92c8c6ec6f629f5e
Quelldatensatz
uspto-grants-1992_03
Patentnummer
US05098922

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