Reaction #816372

Reaction equation

4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

meta-phenylene diamine

ammonium persulfate

ammonia

→

expected product

Yield 30.0%

4-{[(1E)-2-amino-4-iminocyclohexa-2,5-dien-1-ylidene]amino}-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

Yield 30.0%

Solvents

—

ice water

water

Conditions

Workup

1. 1
   workup.STIRRINGThe mixture was stirred at 0° C. for 1 h 30 min
2. 2
   Otherthe solid formed
3. 3
   Otherwas separated by filtration
4. 4
   Washwashed with water and acetone
5. 5
   Otherdried in a desiccator under vacuum for 12 hours

Procedure

20 mmol of 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one and 20 mmol of meta-phenylene diamine was dissolved in 30 g of an ice/water mixture and the pH was adjusted to 10 using 20 ml of 20% aqueous ammonia. While stirring, a solution of 24 mmol of ammonium persulfate in 10 ml of water was added dropwise over 30 minutes. The mixture was stirred at 0° C. for 1 h 30 min and the solid formed was separated by filtration and washed with water and acetone and dried in a desiccator under vacuum for 12 hours, which resulted in 1.8 g of expected product, or a yield of 30%.

Source