Reaktion #1161392

Reaktionsgleichung

sodium chloride

2-mercapto-1-methylimidazole

sodium hydride

2,5-difluoronitrobenzene

→

product

Ausbeute 28.0%

2-[(4-Fluoro-2-nitrophenyl)thio]-1-methyl-1H-imidazole

Ausbeute 28.0%

Lösungsmittel

water

acetic acid

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture stirred at room temperature for 16 hours
2. 2
   workup.WAITAfter standing for 1 hour
3. 3
   Filtrationthe solid was collected by filtration
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried
6. 6
   SonstigeThe crude product was purified by chromatography on silica gel
7. 7
   workup.ADDITIONThe fractions containing the product
8. 8
   Einengenconcentrated

Vorschrift

To a mixture of 0.6 g of 60% sodium hydride in mineral oil in 25 ml of N,N-dimethylformamide was added 1.1 g (10 mmoles) of 2-mercapto-1-methylimidazole. After stirring for 30 minutes, 1.6 g (10 mmoles) of 2,5-difluoronitrobenzene was added and the mixture stirred at room temperature for 16 hours. After adding 0.5 ml of acetic acid, the mixture was poured into a mixture of ice, water and sodium chloride. After standing for 1 hour the solid was collected by filtration, washed with water and dried. The crude product was purified by chromatography on silica gel using ethyl acetate as the eluent. The fractions containing the product were combined and concentrated to give 0.7 g (28%) of the product as yellow prisms, mp 123°-126° C.

Quelle