Reaktion #83180

Reaktionsgleichung

hydrochloric acid

alpha-n-butyl-alpha-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-propanenitrile

hydrobromic acid

ammonium hydroxide

→

solid

Ausbeute 56.3%

2-(2,4-dichlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]hexanoamide

Ausbeute 56.3%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 48 hours after which GLC
2. 2
   SonstigeA gummy oil formed which
3. 3
   WaschenThe organic phase (3×200 mL ethyl acetate) was washed with 100 mL of water (3×)
4. 4
   SonstigeThe organic phase was dried
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto give a tan solid which
7. 7
   Sonstigewas recrystallized from ethyl ether
8. 8
   FiltrationThe product was filtered

Vorschrift

To a 250 mL flask was charged 38.16 g (0.119 mole) of alpha-n-butyl-alpha-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-propanenitrile followed by 100 mL (0.63 moles) of 48% hydrobromic acid. The mixture was stirred at reflux for 48 hours after which GLC indicated disappearance of the starting material. The reaction was cooled to room temperature and neutralized with concentrated ammonium hydroxide (100 mL) to pH 8 and then to neutral pH with concentrated hydrochloric acid. A gummy oil formed which was diluted with 200 mL of ethyl acetate. The organic phase (3×200 mL ethyl acetate) was washed with 100 mL of water (3×). The organic phase was dried and concentrated to give a tan solid which was recrystallized from ethyl ether. The product was filtered and gave 22.78 g (56.3% yield) of a solid, melting point 170°-172° C.

Quelle