Aniline → N-Cyclohexylaniline

HRID 1769846Notes

Reaction equation

HRID 1769846 reaction equation
C1(=O)CCCCC1.NC1C=CC=CC=1.[N+](C1C=CC=CC=1)([O-])=O.[C:24]1([NH:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1(N(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[CH:31]1([NH:30][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

6

Reactant 5

HCID 6115AnilineHCID 7416NitrobenzeneHCID 7967CyclohexanoneHCID 11487DiphenylamineHCID 11775Triphenylamine

Product 1

HCID 74567N-CyclohexylanilineYield 2.9%

Procedure

Reaction was carried out by the same procedure as in Example I1 except that 32.39 g (0.39 mol) of cyclohexanone, 9.31 g (0.1 mol) of aniline and 24.62 g (0.2 mol) nitrobenzene were used. As a result, the yield of diphenylamine was 89.5%, and 1.8% of triphenylamine and 2.9% of N-cyclohexylaniline were produced.

Workup

  1. customReaction

Sources & evidence

ORD record
ord-25ed096425bf4416b7d6fe27e1bea0b8
Source dataset
uspto-grants-1995_01
Patent number
US05382690

Reaction notes

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