Reaction #1442520

Reaction equation

3-chloro-4-(4-chlorophenyl)furan-2,5-dione

N-methyl-N-phenylhydrazine

→

3-Chloro-4-(4-chlorophenyl)-1-(N-methyl-N-phenylamino)pyrrol-2,5-dione

Solvents

chloroform

chloroform

Conditions

Workup

1. 1
   ConcentrationThe mixture was then concentrated under reduced pressure
2. 2
   Washwashed three times with in each case 150 ml of water
3. 3
   Dryingdried over sodium sulfate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

3.65 g (15 mmol) of 3-chloro-4-(4-chlorophenyl)furan-2,5-dione were initially charged in 75 ml of chloroform and, at room temperature, admixed dropwise with stirring with 1.83 g (15 mmol) of N-methyl-N-phenylhydrazine dissolved in 15 ml of chloroform, and the mixture was stirred at room temperature overnight. The mixture was then concentrated under reduced pressure and the residue was taken up in 200 ml of methylene chloride, washed three times with in each case 150 ml of water, dried over sodium sulfate and concentrated under reduced pressure. Yield: 4.6 g of a crystalline solid, m.p. 155-157° C.

Source