Reaction #1442515

Reaction equation

3-chloro-4-phenylfuran-2,5-dione

phenyl hydrazine

→

1-Anilino-3-chloro-4-phenylpyrrol-2,5-dione

Solvents

chloroform

Conditions

Workup

1. 1
   FiltrationThe mixture was filtered
2. 2
   Washwashed three times with sodium bicarbonate solution
3. 3
   Dryingonce with water, dried over sodium sulfate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

4.14 g (20 mmol) of 3-chloro-4-phenylfuran-2,5-dione were initially charged in 50 ml of chloroform and, at room temperature, admixed dropwise with stirring with 2.16 g (20 mmol) of phenyl hydrazine, and the mixture was stirred at room temperature overnight. The mixture was filtered, washed three times with sodium bicarbonate solution and once with water, dried over sodium sulfate and concentrated under reduced pressure. Yield: 5.4 g of a crystalline solid, m.p. 144-146° C.

Source