Ammonia → 3-Phenyl-6-pyridazone

Temperature

40 °C

19.6 g (162.95 mmol) of 1-phenylethanone and 5 g (54.32 mmol) of oxoacetic acid monohydrate were stirred at 100° C. for 2 hours. The reaction solution was then cooled to 40° C., and 20 ml of water and 4 ml of ammonia were added. The mixture was then extracted twice with 50 ml of dichloromethane. 2.64 ml (53.32 mmol) of hydrazine monohydrate were then added to the aqueous phase, and the mixture was stirred at 100° C. for 2 hours. After the reaction, the reaction solution was cooled to room temperature. The precipitated crystals were filtered off with suction, washed with water and dried in a vacuum drying cabinet at 50° C. overnight. This gave 4.3 g (24.97 mmol, 15% of theory) of the title compound as colorless crystals.

1. extractionThe mixture was then extracted twice with 50 ml of dichloromethane
2. customAfter the reaction
3. temperaturethe reaction solution was cooled to room temperature
4. filtrationThe precipitated crystals were filtered off with suction
5. washwashed with water
6. customdried in a vacuum
7. customdrying cabinet at 50° C. overnight

ORD record

ord-be90728811814152ae1328a5d3eae6d2

Source dataset

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08642592B2