Diethyl Malonate → 152167-97-0
Reaction equation
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[C:9]([O:17]CC)(=O)[CH2:10][C:11]([O:13]CC)=O>>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:11](=[O:13])[CH2:10][C:9]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[F:1])=[O:17]Participants
3
Reactant 2
Product 1
Conditions
- Temperature
- 170 °C
Procedure
100 mmol 2-fluoroaniline and 50 mmol diethyl malonate were put together and stirred overnight at 170° C. The formed ethanol was distilled off directly (100 mmol≡6.6 mL) on a stream of nitrogen. N1,N3-di(2-fluoro-phenyl)-malonamide was formed as one solid block. The reaction was cooled and EtOAc was added. The product had to be crushed with a mortar, because it resembled very hard brick. The crushed material was stirred in EtOAc and filtered. EtOAc added was added twice and the mixture was stirred and filtered each time. 9.9 g N1,N3-di(2-fluoro-phenyl)-malonamide was obtained (yield 68.2%, purity 99.3%)
Workup
- distillationThe formed ethanol was distilled off directly (100 mmol≡6.6 mL) on a stream of nitrogen
Sources & evidence
- ORD record
- ord-a3ac3fdfcef742979ab7488da0fb4d6d
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07964625B2
Reaction notes
Loading…