Reaktion #1161390

Reaktionsgleichung

sodium methoxide

1-chloro-3,4-dinitrobenzene

2-mercapto-1-methylimidazole

sodium methoxide

→

product

Ausbeute 53.0%

2-[(3-Chloro-6-nitrophenyl)thio]-1-methyl-1H-imidazole

Ausbeute 53.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 8 hours
2. 2
   Temperaturrefluxing
3. 3
   FiltrationThe mixture was filtered hot
4. 4
   Einengenthe filtrates concentrated in vacuo
5. 5
   SonstigeThe residue was partitioned between dichloromethane and water
6. 6
   SonstigeThe organics were dried
7. 7
   Einengenconcentrated
8. 8
   SonstigeThe residue was recrystallized from dichloromethane and methanol

Vorschrift

To a solution of 10 g (87.7 mmoles) of 2-mercapto-1-methylimidazole in 300 ml of ethanol was added 10.4 g (193 mmoles) of sodium methoxide followed by 20.8 g (92.1 mmoles) of 1-chloro-3,4-dinitrobenzene. The mixture was stirred and refluxed for 8 hours. An additional 3 g of sodium methoxide was added and refluxing was continued for 5 more hours. The mixture was filtered hot and the filtrates concentrated in vacuo. The residue was partitioned between dichloromethane and water. The organics were dried and concentrated. The residue was recrystallized from dichloromethane and methanol to give 12.5 g (53%) of the product as yellow prisms, mp 130°-131° C.

Quelle