Reaction #54985

Reaction equation

2-chloro-5-trifluoromethyl-aniline

ethoxymethylenemalononitrile

→

N-(2,2-dicyanovinyl)-2-chloro-5-trifluoromethylaniline

Yield 70.0%

Solvents

ethanol

Conditions

Workup

1. 1
   Temperaturethe mixture is refluxed for 48 hours
2. 2
   TemperatureAfter cooling
3. 3
   Filtrationthe precipitated product is collected by filtration
4. 4
   Washwashed with ethanol
5. 5
   OtherRecrystallisation from ethanol
6. 6
   Otheraffords the above product with a melting point of 166°-169° C.

Procedure

19.6 Parts of 2-chloro-5-trifluoromethyl-aniline and 12.2 parts of ethoxymethylenemalononitrile are dissolved in 125 parts of ethanol and the mixture is refluxed for 48 hours. After cooling, the precipitated product is collected by filtration and washed with ethanol. Recrystallisation from ethanol affords the above product with a melting point of 166°-169° C. and in a 70% yield.

Source