Ammonium Hydroxide → (+/-)-4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]-benzenamine

HRID 2105242Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2105242
[CH3:1][CH:2]([CH3:19])[CH:3]([C:9]1[CH:14]=[CH:13][C:12]([NH:15]C(=O)C)=[CH:11][CH:10]=1)[N:4]1[CH:8]=[N:7][CH:6]=[N:5]1.[NH4+].[OH-]>Cl>[CH3:1][CH:2]([CH3:19])[CH:3]([C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1)[N:4]1[CH:8]=[N:7][CH:6]=[N:5]1

Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 9903273(+/-)-N-[4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]phenyl]acetamide

Produkt 1

HCID 10900053(+/-)-4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]-benzenamineAusbeute 75,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of (±)—N-[4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]phenyl]acetamide (0.095 mol) in HCl (3N) (250 ml) was stirred and heated at 60° C. for 5 hours. The mixture was cooled, poured into ice, basified with concentrated NH4OH and extracted with CH2Cl2. The organic layer was dried, filtered off and evaporated. The residue was crystallized from 2-propanone/(C2H5)2O and filtered off, yielding 15.5 g (75%) of (±)-4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]-benzenamine (interm. 2; mp. 117.8° C.).

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. additionpoured into ice
  3. extractionextracted with CH2Cl2
  4. customThe organic layer was dried
  5. filtrationfiltered off
  6. customevaporated
  7. customThe residue was crystallized from 2-propanone/(C2H5)2O
  8. filtrationfiltered off

Quellen und Nachweise

ORD-Eintrag
ord-e6284f4e7664406288188f27798e1e80
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07579352B2

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