3,4,5-Trichloroaniline → 3-Chloroaniline

HRID 2413053Notes

Reaction equation

HRID 2413053 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7](Cl)[C:8]=1Cl)[NH2:5].[Cl:11][C:12]1[CH:18]=[C:17]([Cl:19])[C:16]([Cl:20])=[CH:15][C:13]=1[NH2:14]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[Cl:11][C:12]1[CH:18]=[C:17]([Cl:19])[C:16]([Cl:20])=[CH:15][C:13]=1[NH2:14]

Participants

4

Reactant 2

HCID 124693,4,5-TrichloroanilineHCID 124872,4,5-Trichloroaniline

Product 2

HCID 79323-ChloroanilineHCID 124872,4,5-Trichloroaniline

Procedure

Example 9 is repeated, the 3,4,5-trichloroaniline being replaced by 2,4,5-trichloroaniline and 0.5 g of the same catalyst being introduced in place of 0.1 g. After a reaction time of 10 hours under the same conditions, 3-chloroaniline is obtained with a yield of 100% for a complete conversion of the 2,4,5-trichloroaniline and of the intermediates (2,5-, 2,3- and 3,4-dichloroanilines). The degree of hydrodechlorination of the solvent is 0.09%.

Workup

  1. additionbeing introduced in place of 0.1 g

Sources & evidence

ORD record
ord-93a7e9ceed174d379eccd98b6dda8974
Source dataset
uspto-grants-1985_01
Patent number
US04495368

Reaction notes

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