Reaction #1655

Reaction equation

3-(4-chlorobenzoyl)propionic acid

hydrazine monohydrate

→

6-(4-chlorophenyl)-4,5-dihydropyridazinone

Yield 81.5%

Solvents

ethanol

Conditions

Workup

1. 1
   OtherA thick solid was formed which
2. 2
   workup.DISSOLUTIONdissolved
3. 3
   Temperatureafter heating
4. 4
   TemperatureThe resulting solution was refluxed for 3 h
5. 5
   Temperaturecooled
6. 6
   Otherthe solid formed
7. 7
   Filtrationfiltered
8. 8
   Otherdried

Procedure

To a solution of 3-(4-chlorobenzoyl)propionic acid (20 g) in absolute ethanol (200 ml) was added 5 g of hydrazine monohydrate. A thick solid was formed which dissolved after heating. The resulting solution was refluxed for 3 h, cooled and the solid formed filtered and dried to yield 16 g (80%) of 6-(4-chlorophenyl)-4,5-dihydropyridazinone.

Source