4-Nitrobenzoic Acid → 4-Aminobenzoic Acid

HRID 267837Notes

Reaction equation

[N+](C1C=C(C)C=CC=1)([O-])=O.[Na].[N+:12]([C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=1)([O-])=O>>[NH2:12][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=1

Participants

Reactant 3

HCID 61084-Nitrobenzoic Acid

HCID 74223-Nitrotoluene

HCID 5360545Sodium

Product 1

HCID 9784-Aminobenzoic Acid

Procedure

In place of 3-nitrotoluene of Example 7 there is charged the sodium salt of p-nitrobenzoic acid. A ca. 90% conversion of the nitro compound to p-aminobenzoic acid is obtained.

Sources & evidence

ORD record: ord-19e884cd1dba47a9bc7af97d9da09776
Source dataset: uspto-grants-1976_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03944615

Reaction notes

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