Reaction #6945

Reaction equation

4-acetyl-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile

DMF-DMA

→

desired product

4-(3-Dimethylamino-acryloyl)-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile

Solvents

acetonitrile

Conditions

Workup

1. 1
   Temperaturethe resulting mixture heated
2. 2
   Temperatureat reflux for 18 hours
3. 3
   ConcentrationThe reaction was concentrated
4. 4
   Otherthe residue triturated with diethyl ether (20 mL)
5. 5
   FiltrationThe suspension was filtered
6. 6
   Washwashed with ether

Procedure

To a solution of 4-acetyl-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile (10 mmol) in acetonitrile (5 mL) was added DMF-DMA (2 mL) and the resulting mixture heated at reflux for 18 hours. The reaction was concentrated and the residue triturated with diethyl ether (20 mL). The suspension was filtered and washed with ether to afford the desired product as a yellow solid.

Source