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

HRID 649140Notes

Reaction equation

HRID 649140 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

The known compound, 2,6-dichloro-5-fluoronicotinonitrile (60 g) was heated at 65°-75° C. for 1 hour in concentrated sulfuric acid. After addition of water, the mixture was further 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. temperaturethe mixture was further heated at 100°-110° C. for 2 hours

Sources & evidence

ORD record
ord-4963239d284c4ef384a166c91abe293f
Source dataset
uspto-grants-1988_04
Patent number
US04738968

Reaction notes

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