Iodine → 3,5-Dichloroaniline
Reaction equation
ClC1C(Cl)=C(C=CC=1)N(Cl)Cl.Cl[C:13]1[C:18]([NH2:19])=[C:17](Cl)[C:16]([Cl:21])=[C:15](Cl)[C:14]=1[Cl:23].C1(O)C=CC=CC=1.II>[Ta].O>[Cl:21][C:16]1[CH:17]=[C:18]([CH:13]=[C:14]([Cl:23])[CH:15]=1)[NH2:19]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 165 °C
Procedure
131 parts of tetrachloroaniline/pentachloroaniline mixture corresponding to the data in Example 3, 200 parts of phenol, 5.7 parts of iodine and 33 parts of a 5% strength ruthenium-on-charcoal catalyst which is moist with water (23 parts dry) are brought to reaction in a tantalum autoclave, whilst stirring, during the course of 4 hours, at 165° C. and under a maximum hydrogen pressure of 50 bars. After the usual working up, 87 parts of 98% strength 3,5-dichloroaniline are obtained (93% yield).
Sources & evidence
- ORD record
- ord-67e5f3e81ddf4adcbfd64d7ce9d2d1bd
- Source dataset
- uspto-grants-1984_01
- Patent number
- US04429156
Reaction notes
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