Benzyl Bromide → 2-benzyl-4,5-dibromopyridazin-3(2H)-one
Reaction equation
[Br:1][C:2]1[C:7]([Br:8])=[CH:6][N:5]=[N:4][CH:3]=1.N1NC(=[O:15])C=CC=1.[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[OH-].[K+]>CN(C=O)C>[CH2:16]([N:4]1[C:3](=[O:15])[C:2]([Br:1])=[C:7]([Br:8])[CH:6]=[N:5]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A mixture of 4,5-dibromopyridazin-2H-pyridazin-3-one (10 g, 40 mmol), benzyl bromide (6.84 g, 40 mmol), 8N KOH (5 mL, 40 mmol) and DMF (40 mL) was warmed up to 50° C. and reacted for 0.5 hr. The mixture was cooled to r.t., poured over H20 (500 mL) and extracted twice with Et2O (200 mL). The combined organic layers were washed with brine, dried with MgSO4 and the solvent was removed in vacuo to give the title compound which was used for next step without further purification.
Workup
- customreacted for 0.5 hr
- temperatureThe mixture was cooled to r.t.
- additionpoured over H20 (500 mL)
- extractionextracted twice with Et2O (200 mL)
- washThe combined organic layers were washed with brine
- dry with materialdried with MgSO4
- customthe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-712d01db5d3a44ffb703264df5dee842
- Source dataset
- uspto-grants-1999_12
- Patent number
- US06004960
Reaction notes
Loading…