2,3,5,6-Tetrachloroaniline → 3,5-Dichloroaniline

HRID 2413050Notes

Reaction equation

HRID 2413050 reaction equation
I.[Cl:2][C:3]1[C:9]([Cl:10])=[CH:8][C:7]([Cl:11])=[C:6]([Cl:12])[C:4]=1[NH2:5]>>[Cl:10][C:9]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:11])[CH:8]=1)[NH2:5].[Cl:2][C:3]1[C:9]([Cl:10])=[CH:8][C:7]([Cl:11])=[C:6]([Cl:12])[C:4]=1[NH2:5]

Participants

4

Reactant 2

HCID 189982,3,5,6-TetrachloroanilineHCID 24841Hydrogen iodide

Product 2

HCID 122813,5-DichloroanilineHCID 189982,3,5,6-Tetrachloroaniline

Procedure

Example 7 is repeated, 16.0×10-3 mol of HI being introduced in place of 6.2×10-3 mol. After a reaction time of 2 hours under these same conditions, the degree of conversion of the 2,3,5,6-tetrachloroaniline is 98.5%. 3,5-Dichloroaniline is obtained with a yield of 98.7%, relative to the 2,3,5,6-tetrachloroaniline converted. The degree of hydrodechlorination of the solvent is 0.1%.

Workup

  1. customAfter a reaction time of 2 hours

Sources & evidence

ORD record
ord-3ed42d09025144cb9274059f1794068f
Source dataset
uspto-grants-1985_01
Patent number
US04495368

Reaction notes

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