Nitrobenzene → Azoxybenzene

HRID 1754018Notes

Reaction equation

HRID 1754018 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([O-:3])=O.C([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-])=O)C>>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[N:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:12]=1)[O-:3]

Participants

3

Reactant 2

HCID 7416Nitrobenzene2×HCID 691561-Ethyl-2-nitrobenzene

Product 1

HCID 10316Azoxybenzene

Procedure

The reduction reaction was carried out in the same manner as set forth in Example 6 except for using a mixture of 1.0 mmol of nitrobenzene and 1.0 mmol of o-ethyl nitrobenzene instead of using nitrobenzene alone, and using 16.5 mg (the amount required for swelling of the reactant, i.e., the mixture, in 100%) of Polymer supported reagent-2, and thereby an azoxybenzene derivative of a symmetrical structure and an azoxybenzene derivative of an asymmetrical structure were obtained as a main product, respectively. Besides, a small amount of an azobenzene derivative of a symmetrical structure was also synthesized.

Workup

  1. customThe reduction reaction

Sources & evidence

ORD record
ord-d3f8db800dfd4995a1e7b85d928abddc
Source dataset
uspto-grants-2015_10
Patent number
US09169200B2

Reaction notes

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