Hydrochloric Acid → HCID 178516305, compound

HRID 1679345Notes

Reaction equation

HRID 1679345 reaction equation
F[C:2]1[N:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[OH-:16].[Na+].C(Cl)Cl.Cl>O>[OH:16][C:2]1[N:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 22754232HCID 22754232, compound

Product 1

HCID 178516305HCID 178516305, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 5 grams (0.023 mole) of 4-((6-fluoro-2-pyridyl)thio)phenol and 2.72 grams (0.68 mole) of sodium hydroxide in 15 milliliters of water was heated at reflux for 21/2 hours. The resulting solution was poured over a mixture of ice and methylene chloride and the resulting mixture was vigorously stirred. The mixture was acidified by the dropwise addition of concentrated hydrochloric acid. The white crystalline solid 4-((6-hydroxy-2-pyridyl)thio)-phenol product which precipitated out was recovered by filtration and washed with methylene chloride. The product was recovered in a yield of 4.35 grams (88 percent of theoretical) and melted at 234°-238° C.

Workup

  1. temperatureat reflux for 21/2 hours
  2. customThe white crystalline solid 4-((6-hydroxy-2-pyridyl)thio)-phenol product which precipitated out
  3. filtrationwas recovered by filtration
  4. washwashed with methylene chloride
  5. customThe product was recovered in a yield of 4.35 grams (88 percent of theoretical) and melted at 234°-238° C.

Sources & evidence

ORD record
ord-2a5c04fa4dcd4442b8507f3aeba8da55
Source dataset
uspto-grants-1978_03
Patent number
US04080443

Reaction notes

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