Hydrochloric Acid → N-Phenyl-p-phenylenediamine

HRID 967359Notes

Reaction equation

HRID 967359 reaction equation
[C:1]1([NH:7]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl>>[CH:4]1[CH:5]=[CH:6][C:1]([NH:7][C:13]2[CH:14]=[CH:15][C:10]([NH2:9])=[CH:11][CH:12]=2)=[CH:2][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 7518N-Phenylhydroxylamine

Product 1

HCID 7564N-Phenyl-p-phenylenediamine

Procedure

It is disclosed that phenylhydroxylamine and aniline in the presence of concentrated HCl, HZSM-5, HY zeolites, Nafion, filtrol (acid clay), NaHSO4/SiO4, or montmorillonite yield p-aminodiphenylamine. In each case, the predominant isomer of aminodiphenylamine was the para isomer.

Sources & evidence

ORD record
ord-19717b2f000646c8a5c1d1107dade2d0
Source dataset
uspto-grants-2005_10
Patent number
US06953866B2

Reaction notes

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