2-Methyl-5-nitrobenzoic acid → 5-Amino-2-methylbenzoic acid

HRID 1275725Notes

Reaction equation

[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Sn].Cl>>[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

Reactant 2

HCID 5196832-Methyl-5-nitrobenzoic acid

HCID 86739978Tin hydrochloride

Product 1

HCID 103746145-Amino-2-methylbenzoic acidYield 75%

Procedure

The desired titled compound was prepared by reducing 2-methyl-5-nitrobenzoic acid using a tin/hydrochloric acid mixture (m.p. 142-144° C.).

Sources & evidence

ORD record: ord-9ace0cd5df2545239a481c5780ac71a6
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06162812

Reaction notes

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