Reaction #1442516

Reaction equation

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

4-fluorophenylhydrazine hydrochloride

triethylamine

→

3-Chloro-1-((4-fluorophenyl)amino)-4-phenylpyrrol-2,5-dione

Solvents

methylene chloride

methylene chloride

Conditions

Workup

1. 1
   Otherwas, at room temperature
2. 2
   Washthe mixture was washed three times with in each case 80 ml of water
3. 3
   Dryingdried over sodium sulfate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

3.13 g (15 mmol) of 3-chloro-4-phenylfuran-2,5-dione and 2.44 g (15 mmol) of 4-fluorophenylhydrazine hydrochloride were initially charged in 50 ml of methylene chloride, and the mixture was, at room temperature, admixed dropwise with stirring with 1.52 g (15 mmol) of triethylamine and stirred at room temperature overnight. A further 50 ml of methylene chloride were added, and the mixture was washed three times with in each case 80 ml of water, dried over sodium sulfate and concentrated under reduced pressure. Yield: 3.9 g of a crystalline solid, m.p. 115-117° C.

Source