Acetyl chloride → Ethyl 6-oxo-1,6-dihydropyridazine-4-carboxylate
Reaction equation
[O:1]=[C:2]1[NH:7][N:6]=[CH:5][C:4]([C:8]([OH:10])=[O:9])=[CH:3]1.[C:11](Cl)(=O)[CH3:12]>C(O)C>[CH2:11]([O:9][C:8]([C:4]1[CH:5]=[N:6][NH:7][C:2](=[O:1])[CH:3]=1)=[O:10])[CH3:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 75 °C
Procedure
The title compound from Example 18.3 (1.0 g, 7.13 mmol) was added to a solution of ethanol (16 mL) and acetyl chloride (4 mL) and the resulting suspension was heated to 75° C. and stirred overnight. The reaction mixture was concentrated, diluted with water and extracted with dichloromethane. The organic phase was dried over sodium sulfate, filtered and concentrated to give the title compound.
Workup
- concentrationThe reaction mixture was concentrated
- additiondiluted with water
- extractionextracted with dichloromethane
- dry with materialThe organic phase was dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-3aa33dedd9b04de8a50ea781e5e0a20b
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07772235B2
Reaction notes
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