Water → HCID 21288004, compound
Reaction equation
[CH2:1]([S:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][N:5]=1)[CH3:2].[Cl-].[NH4+].O>C(O)C>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([S:3][CH2:1][CH3:2])=[N:5][CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5.0 g of 2-ethylthio-5-nitropyridine, 27 g of ammonium chloride, 54 ml of water, and 108 ml of ethanol is heated to 70°-80° C., and 16.2 g of reduced iron is added slowly with stirring. The mixture is stirred at the same temperature for 45 minutes. The hot reaction mixture is filtered, and the filtrate is concentrated. To the residue is added 50 ml of water, and the mixture is extracted with three 50-ml portions of chloroform. The combined extracts are washed with water, dried over magnesium sulfate and concentrated to give 3.7 g of crude 5-amino-2-ethylthiopyridine.
Workup
- temperatureis heated to 70°-80° C.
- stirringThe mixture is stirred at the same temperature for 45 minutes
- filtrationThe hot reaction mixture is filtered
- concentrationthe filtrate is concentrated
- additionTo the residue is added 50 ml of water
- extractionthe mixture is extracted with three 50-ml portions of chloroform
- washThe combined extracts are washed with water
- dry with materialdried over magnesium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-d7d91356f9ed48b4b134f007fa5fc333
- Source dataset
- uspto-grants-1988_10
- Patent number
- US04778796
Reaction notes
Loading…