HCID 3420496, compound → N-(5-chloropyridin-2-yl)-2-hydroxybenzamide

HRID 1882927Notes

Reaction equation

HRID 1882927 reaction equation
C([O:4][C:5]1[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=1[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][N:11]=1)=[O:8])(=O)C>[OH-].[Na+]>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7](=[O:8])[C:6]2[CH:17]=[CH:18][CH:19]=[CH:20][C:5]=2[OH:4])=[N:11][CH:12]=1

Participants

3

Reactant 1

HCID 3420496HCID 3420496, compound

Product 1

HCID 8033597N-(5-chloropyridin-2-yl)-2-hydroxybenzamideYield 63.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

2-Acetoxy-N-(5-chloropyridin-2-yl)benzamide (1.45 g, 5 mmol) was saponified in aqueous methanolic NaOH. Standard acid-base workup gave 1.06 g of crude crystalline product which was recrystallized from acetone to give N-(5-chloro-pyridin-2-yl)-2-hydroxybenzamide (0.79 g, 63% yield).

Workup

  1. customStandard acid-base workup gave 1.06 g of crude crystalline product which
  2. customwas recrystallized from acetone

Sources & evidence

ORD record
ord-d3ff743760ed480b8d245efd4f66ab1e
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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