Hydrochloric Acid → 5-Chloronicotinic acid

HRID 2250639Notes

Reaction equation

HRID 2250639 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([O-:9])=[O:8].[OH-].[Na+].Cl>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69943215-Chloronicotinate

Product 1

HCID 2479865-Chloronicotinic acidYield 6.5%

Conditions

Temperature
60 °C

Procedure

To 5-chloronicotinate (105 g) was added 1N NaOH (84.9 mL) at ambient temperature. The mixture was heated at 60° C. for 1 hour. The reaction mixture was adjusted to pH 4-5 with HCl. The precipitate was filtered to give 5-chloronicotinic acid (6.9 g) a colorless solid.

Workup

  1. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-34bba7a5d5974ee7bced1a5f103caac5
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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