Reaction #43705

Reaction equation

4-cyano-2-nitrobenzaldehyde

methyl mercaptoacetate

triethylamine

acetic acid

→

Methyl6-cyano-1-benzothiophene-2-carboxylate

Solvents

DMSO

Conditions

Workup

1. 1
   Filtrationthe resulting precipitate is filtered off with suction
2. 2
   Washwashed twice with water
3. 3
   Otherdried at 50° C. under reduced pressure overnight

Procedure

4.08 g (23.2 mmol) of 4-cyano-2-nitrobenzaldehyde, 2.46 g (23.2 mmol) of methyl mercaptoacetate and 6.46 ml (46.4 mmol) of triethylamine in 12.3 ml of DMSO are heated at 80° C. for 2.5 h. The reaction solution is poured into 400 ml of ice-water. After addition of 4 ml of acetic acid, the resulting precipitate is filtered off with suction, washed twice with water and dried at 50° C. under reduced pressure overnight. This gives 4.19 g (83.2% of theory) of the title compound.

Source