5-Methoxy-2-nitrobenzoic acid → 5-Methoxy-2-nitrobenzamide

HRID 1017509Notes

Reaction equation

HRID 1017509 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:12]([O-:14])=[O:13])=[C:7]([CH:11]=1)[C:8](O)=[O:9].[NH2:15]C1C=CC(F)=CC=1C(N)=O>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:12]([O-:14])=[O:13])=[C:7]([CH:11]=1)[C:8]([NH2:15])=[O:9]

Participants

3

Reactant 2

HCID 3392095-Methoxy-2-nitrobenzoic acidHCID 102410032-Amino-5-fluorobenzamide

Product 1

HCID 184039495-Methoxy-2-nitrobenzamide

Procedure

5-Methoxy-2-nitrobenzoic acid (4) (1.0 g, 5.1 mmol) was treated as described for the preparation of compound 3 to give 5-methoxy-2-nitrobenzamide (8). The intermediate was then dissolved in MeOH and hydrogenated over 10% Pd/C for 6 h. The catalyst was removed by filtration, and the solution was evaporated to afford 10 (0.8 g) as brown powder; MS m/z 166 (M+).

Sources & evidence

ORD record
ord-63cdaabd892641a7ac0f4100785604be
Source dataset
uspto-grants-2002_11
Patent number
US06479499B1

Reaction notes

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