Aniline → Acetanilide

HRID 749634Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8](OC(=O)C)(=[O:10])[CH3:9]>>[C:8]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:10])[CH3:9]

Participants

Reactant 2

HCID 6115Aniline

HCID 7918Acetic Anhydride

Product 1

HCID 904Acetanilide

Procedure

For example, diarylamines may be produced using traditional Goldberg reactions. This method requires the derivatization of an aniline with acetic anhydride to produce an acetanilide compound. The acetanilide compound is then reacted with an arylbromide compound to produce an intermediate that must then be hydrolyzed in alcohol solution to produce the diarylamine compound. Total cycle time for this process can be 3 to 5 days in the lab.

Sources & evidence

ORD record: ord-60a12f29bb834735927e23aa3cfdc2e6
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07402700B2

Reaction notes

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