Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[NH:11][C:12](=[O:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][CH2:24][Cl:25]>CN(C)C=O>[Cl:25][CH2:24][CH2:23][CH2:22][O:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[NH:11][C:12](=[O:14])[CH3:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 32.5 °C
Procedure
A mixture of 186.5 g (0.94 mol) of N—(2-hydroxy-5-nitrophenyl)acetamide and 142.7 g (1.03 mol) of potassium carbonate in 570 ml of dimethylformamide was heated to 30-35° C. with stirring; 444.0 g (2.82 mol) of 1-bromo-3-chloropropane were then added and heating was continued at 40° C. for 7 hours (orange-coloured suspension).
Workup
- temperatureheating
Sources & evidence
- ORD record
- ord-1431f11f41c74938b6e443c9084a24fd
- Source dataset
- uspto-grants-2002_10
- Patent number
- US06461389B1
Linked notes
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