4-Nitrobenzoic Acid → Pyridine, 3-(p-nitrobenzamido)-

Reaction equation

[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[N+:8]([C:11]1[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[CH:13][CH:12]=1)([O-:10])=[O:9]>>[N+:8]([C:11]1[CH:12]=[CH:13][C:14]([C:15]([NH:1][C:2]2[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=2)=[O:16])=[CH:18][CH:19]=1)([O-:10])=[O:9]

Participants

Reactant 2

HCID 61084-Nitrobenzoic Acid

HCID 100093-Aminopyridine

Product 1

HCID 83332Pyridine, 3-(p-nitrobenzamido)-Yield 49.6%

Procedure

Using 3-aminopyridine (1.55 g, 16.5 mmol) and 4-nitrobenzoic acid (2.5 g, 15.0 mmol), the procedure of Reference Example 16 was repeated to obtain 1.81 g (49.6%) of the title compound in the form of colorless powder.

Sources & evidence

ORD record: ord-9b80589636924c52a8e626d5bfe35bb7
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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