Hydrochloric Acid → 2,3,6-Trichloro-4-nitroaniline
Reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[C:6]([Cl:12])=[CH:5][C:3]=1[NH2:4].[ClH:13].O.OO>C(O)C>[Cl:13][C:5]1[C:6]([Cl:12])=[C:7]([N+:9]([O-:11])=[O:10])[CH:8]=[C:2]([Cl:1])[C:3]=1[NH2:4]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To a suspension of 2,5-dichloro-4-nitroaniline (4.0 g, 19.3 mmol) in ethanol (50 ml) was added concentrated hydrochloric acid (20 ml) and water (20 ml). The mixture was heated to 50° C. and 27.5% hydrogen peroxide (6 ml) added over 15 min. The mixture was maintained at this temperature for a further 2 h, cooled to room temperature, and the solid filtered and washed with water (2×20 ml) to give the title compound (D11) (4.1 g, 88%), MH+ 241/243.
Workup
- temperatureThe mixture was maintained at this temperature for a further 2 h
- temperaturecooled to room temperature
- filtrationthe solid filtered
- washwashed with water (2×20 ml)
Sources & evidence
- ORD record
- ord-671fca7f0c2448dc8d1aa999642833fb
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06316450B1
Reaction notes
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