Water → N-(2,2-difluoroethyl)-2-nitroaniline
Reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[F:11][CH:12]([F:15])[CH2:13][NH2:14].O>C(#N)C>[F:11][CH:12]([F:15])[CH2:13][NH:14][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2 ml (19 mM) of 2-Chloronitrobenzene and 2.7 ml (36 mM) of 2,2-difluoroethyl amine in 2 ml of acetonitrile were refluxed under stirring for 24 h. Water was added and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was removed under vacuum to give 3.65 g of N-(2,2-difluoroethyl)-2-nitroaniline as an orange solid. Yield: 95%.
Workup
- extractionthe aqueous layer was extracted with ethyl acetate
- washThe organic layer was washed with water
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was removed under vacuum
Sources & evidence
- ORD record
- ord-7d277d5a0c004e918e97e3f25455b131
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08835634B2
Reaction notes
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