Potassium Hydroxide → 2-nitro-4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-aniline

HRID 1488959Notes

Reaction equation

HRID 1488959 reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([F:11])[C:8](Cl)=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].[OH:13][C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.[OH-].[K+]>>[N+:1]([C:4]1[CH:10]=[C:9]([F:11])[C:8]([N:17]2[CH:18]=[CH:19][C:14](=[O:13])[CH:15]=[CH:16]2)=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 14797Potassium HydroxideHCID 5178355-Chloro-4-fluoro-2-nitroanilineHCID 178418642HCID 178418642, compound

Product 1

HCID 229035842-nitro-4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-anilineYield 22.6%

Procedure

First, 3.811 g of 2-nitro-4-fluoro-5-chloroaniline, 2.473 g of 4-hydroxypyridine, and 1.827 g of powdered potassium hydroxide were allowed to react at 130° C. for 3 hours in a nitrogen atmosphere in the same way as in Reference Example 1 to give 1.125 g of 2-nitro-4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-aniline.

Workup

  1. customto react at 130° C. for 3 hours in a nitrogen atmosphere in the same way as in Reference Example 1

Sources & evidence

ORD record
ord-4c547b1d020a47fa802a7c274e241185
Source dataset
uspto-grants-1997_10
Patent number
US05677305

Reaction notes

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