Water → 2,6-Dichloro-5-fluoronicotinic acid

HRID 1905922Notes

Reaction equation

HRID 1905922 reaction equation
[Cl:1][C:2]1[N:9]=[C:8]([Cl:10])[C:7]([F:11])=[CH:6][C:3]=1[C:4]#N.[OH2:12].S(=O)(=O)(O)[OH:14]>>[Cl:1][C:2]1[N:9]=[C:8]([Cl:10])[C:7]([F:11])=[CH:6][C:3]=1[C:4]([OH:14])=[O:12]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 27338492,6-Dichloro-5-fluoro-3-pyridinecarbonitrile

Product 1

HCID 27336592,6-Dichloro-5-fluoronicotinic acid

Procedure

A known compound 2,6-dichoro-5-fluoronicotinonitrile (60 g) in concentrated sulfuric acid was heated at 65°-75° C. for 1 hour. Water was added to the reaction mixture, which was then heated at 100°-110° C. for 2 hours to give 2,6-dichloro-5-fluoronicotinic acid (59.8 g), m.p. 155°-156° C.

Workup

  1. temperaturewas then heated at 100°-110° C. for 2 hours

Sources & evidence

ORD record
ord-f30a560d67754c5db513e3f4a04d9912
Source dataset
uspto-grants-1987_03
Patent number
US04649144

Reaction notes

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