Water → HCID 19751963, compound
Reaction equation
O.[H][H].[CH3:4][O:5][C:6]1[C:11]([N+:12]([O-])=O)=[C:10]([O:15][CH3:16])[C:9]([N+:17]([O-])=O)=[CH:8][C:7]=1[Cl:20]>[Fe].C(O)(=O)C>[ClH:20].[ClH:20].[CH3:4][O:5][C:6]1[C:11]([NH2:12])=[C:10]([O:15][CH3:16])[C:9]([NH2:17])=[CH:8][C:7]=1[Cl:20]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
To 270 ml of water to which 27 ml of acetic acid have been added, heated beforehand to 80° C., there are added 100 g of powdered iron reduced with hydrogen and, in small portions and with stirring, 0.25 mole (66 g) of 2,4-dimethoxy-3,5-dinitrochlorobenzene. When the additions are complete, the reaction medium is maintained on a boiling water bath for a further 30 minutes. After being cooled, the reaction medium is centrifuged. The ferric sludge which contains the expected product is taken up with acetone using stirring. After filtration of the ferric sludge followed by washing with acetone, the expected product precipitates from the acetone filtrate on addition of a solution of hydrochloric acid in ethanol. After filtration with suction and washing, the expected product is recrystallized hot from a mixture of hydrochloric acid and water.
Workup
- temperaturethe reaction medium is maintained on a boiling water bath for a further 30 minutes
- temperatureAfter being cooled
Sources & evidence
- ORD record
- ord-b9a0f8eeb43d424183f82e2285182da9
- Source dataset
- uspto-grants-1989_09
- Patent number
- US04865619
Reaction notes
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