Hydrochloric Acid → 3-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)-2-thioxopropionic acid

HRID 466006Notes

Reaction equation

HRID 466006 reaction equation
[C:1]1([C:7]2[C:15]([CH:16]=[C:17]3[S:21]C(=S)N[C:18]3=[O:23])=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:24].[Na+].Cl>O>[C:1]1([C:7]2[C:15]([CH2:16][C:17](=[S:21])[C:18]([OH:23])=[O:24])=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 544516175-(2-Phenylpyrazolo[1,5-a]pyridine-3-yl)methylenerhodanine

Product 1

HCID 151581733-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)-2-thioxopropionic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)methylenerhodanine (13.0 g) and 15% aqueous solution of sodium hydroxide (50 ml) was refluxed for 3 hours. To the reaction mixture was added 10% hydrochloric acid (50 ml) and water (50 ml) and was stirred for an hour under ice-cooling. The precipitates were collected by filtration to give 3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-2-thioxopropionic acid (7.85 g).

Workup

  1. temperaturewas refluxed for 3 hours
  2. temperaturecooling
  3. filtrationThe precipitates were collected by filtration

Sources & evidence

ORD record
ord-c59cf6cbda29462cabb9c0e49eb92aaa
Source dataset
uspto-grants-1992_10
Patent number
US05155114

Reaction notes

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