Acetic Acid → N-(3-amino-5-trifluoromethylethyl-2-pyridyl)ethanesulfonamide
Reaction equation
[N+:1]([C:4]1[C:5]([NH:14][S:15]([CH2:18][CH3:19])(=[O:17])=[O:16])=[N:6][CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)([O-])=O.O.[C:21](O)(=O)[CH3:22]>>[NH2:1][C:4]1[C:5]([NH:14][S:15]([CH2:18][CH3:19])(=[O:17])=[O:16])=[N:6][CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[C:9]=1[CH2:21][CH3:22]Participants
4
Conditions
- Temperature
- 50 °C
Procedure
3.0 g of N-(3-nitro-5-trifluoromethyl-2-pyridyl)ethanesulfonamide was suspended in a solvent mixture comprising 30 ml of water and 30 ml of acetic acid, and 2.2 g of reduced iron was added thereto. Then, the mixture was heated to 50° C. and reacted for one hour. After completion of the reaction, the reaction product was cooled to room temperature, and excess iron was separated by filtration. The filtrate was extracted with ethyl acetate. The extract layer was washed with water and dried. Ethyl acetate was distilled off under reduced pressure to obtain 2.5 g of N-(3-amino-5-trifluoromethylethyl-2-pyridyl)ethanesulfonamide.
Workup
- additionwas added
- customreacted for one hour
- customAfter completion of the reaction
- temperaturethe reaction product was cooled to room temperature
- customexcess iron was separated by filtration
- extractionThe filtrate was extracted with ethyl acetate
- washThe extract layer was washed with water
- customdried
- distillationEthyl acetate was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-a56b632b05db48a18387ae97f6026afc
- Source dataset
- uspto-grants-1993_11
- Patent number
- US05260320
Reaction notes
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