Ammonium Chloride → HCID 66839376, compound
Reaction equation
[Cl-].[NH4+].[CH3:3][O:4][C:5]1[N:10]=[C:9](/[CH:11]=[CH:12]/[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:8]=[CH:7][C:6]=1[N+:18]([O-])=O>C(O)C.O.[Fe]>[NH2:18][C:6]1[CH:7]=[CH:8][C:9](/[CH:11]=[CH:12]/[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[N:10][C:5]=1[O:4][CH3:3]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 100 °C
Procedure
Iron (3.72 g) and ammonium chloride (7.13 g) were added to a solution of ethyl (E)-3-(6-methoxy-5-nitropyridin-2-yl)acrylate (2.1 g) in ethanol (100 mL) and water (20 mL). The reaction solution was stirred at 100° C. for one hour and then left to cool to room temperature. The reaction solution was filtered through celite. Ethyl acetate was added and the organic layer was separated. The resulting organic layer was washed with saturated sodium bicarbonate water and brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 1.85 g of the title compound. The property values of the compound are as follows.
Workup
- waitleft
- temperatureto cool to room temperature
- filtrationThe reaction solution was filtered through celite
- additionEthyl acetate was added
- customthe organic layer was separated
- washThe resulting organic layer was washed with saturated sodium bicarbonate water and brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)
Sources & evidence
- ORD record
- ord-9adabb96afb84bb5b73551b05f704639
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07935815B2
Reaction notes
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