Reaction #55958

Reaction equation

2-Bromo-4,6-dinitro-2'-acetylamino-4'-(N,N-diethylamino) azobenzene

potassium acetate

formamide

acetic anhydride

→

2-Cyano-4,6-dinitro-2'-acetylamino-4'-(N,N-diethylamino)azobenzene

Yield 95.0%

Solvents

n-butyl acetate

—

petroleum ether

Conditions

Workup

1. 1
   Temperatureheated
2. 2
   TemperatureThe temperature is maintained at 110° C. for 2 hours
3. 3
   Otherwhen reaction
4. 4
   TemperatureThe mixture is cooled to room temperature
5. 5
   OtherThe precipitate is collected
6. 6
   Washwashed with petroleum ether (100 parts)
7. 7
   Otherdried

Procedure

2-Bromo-4,6-dinitro-2'-acetylamino-4'-(N,N-diethylamino) azobenzene (2.4 parts), copper (I) iodide (0.95 parts), anhydrous potassium acetate (1.5 parts), formamide (1.8 parts), acetic anhydride (2.0 parts) and n-butyl acetate (44 parts) are mixed together and heated, with stirring, to 110° C. during 15 minutes. The temperature is maintained at 110° C. for 2 hours when reaction is complete. The mixture is cooled to room temperature and poured into petroleum ether (boiling range 60-80° C.) (400 parts). The precipitate is collected, washed with petroleum ether (100 parts) and dried. 2-Cyano-4,6-dinitro-2'-acetylamino-4'-(N,N-diethylamino)azobenzene is obtained in 95% yield.

Source