Acetic Acid → 2-HYDROXY-5-(3-TRIFLUOROMETHYLPHENYL)NICOTINIC ACID

HRID 1733568Notes

Reaction equation

HRID 1733568 reaction equation
[O:1]=[C:2]1C(C#N)=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[CH:4][NH:3]1.Cl.[C:21]([OH:24])(=[O:23])[CH3:22]>>[O:1]=[C:2]1[C:22]([C:21]([OH:24])=[O:23])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=2)=[CH:4][NH:3]1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 27759136J-508S

Product 1

HCID 100623412-HYDROXY-5-(3-TRIFLUOROMETHYLPHENYL)NICOTINIC ACID

Procedure

A mixture of 1.32 g. of 1,2-dihydro-2-oxo-5-[3-(trifluoromethyl)phenyl]-3-pyridinecarbonitrile and 140 ml. of 1:1 concentrated hydrochloric acid and glacial acetic acid is heated at reflux temperature for 16 hours. A white solid is separated which is collected by filtration and is washed with water and ethanol to give 1.05 g. of the product of the Example m.p. 295°-298° C. dec.

Workup

  1. additionA mixture of 1.32 g
  2. temperatureat reflux temperature for 16 hours
  3. customA white solid is separated which
  4. filtrationis collected by filtration
  5. washis washed with water and ethanol
  6. customto give 1.05 g

Sources & evidence

ORD record
ord-80569e8ac790415f91c5431a769ca483
Source dataset
uspto-grants-1980_12
Patent number
US04242515

Reaction notes

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