Sulfuric Acid → HCID 178524768, compound

HRID 1957481Notes

Reaction equation

HRID 1957481 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][N:5]=[C:4](Cl)[CH:3]=1.S(=O)(=O)(O)[OH:15]>>[Cl:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[C:4]([OH:15])[CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 600045Ethyl 4,6-dichloropyridine-3-carboxylate

Product 1

HCID 178524768HCID 178524768, compound

Procedure

ethyl 4,6-dichloronicotinate (17 g) is boiled for 4 hours with 24% sulfuric acid (400 ml). The white crystals that separate are filtered from the boiling solution and 4-chloro-6-hydroxynicotinic acid (6 g, m.p. 299°-300° C.) is obtained; the acidic solution is left overnight in the refrigerator. The crystallized solid is collected by filtration and dried under vacuum, thus obtaining 6-chloro-4-hydroxynicotinic acid (4.6 g) m.p. 231°-233° C.

Workup

  1. customThe white crystals that separate
  2. filtrationare filtered from the boiling solution

Sources & evidence

ORD record
ord-57d40593ca9b4f33ae792c6bba5d220c
Source dataset
uspto-grants-1998_07
Patent number
US05786350

Reaction notes

Loading…