Pyridine → HCID 14999110, compound

HRID 1493253Notes

Reaction equation

HRID 1493253 reaction equation
N1C=CC=CC=1.[OH:7][CH2:8][CH2:9][N:10]1[C:14](=[O:15])[CH:13]([CH3:16])[S:12][CH:11]1[C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1.[C:23](OC(=O)C)(=[O:25])[CH3:24]>>[C:23]([O:7][CH2:8][CH2:9][N:10]1[C:14](=[O:15])[CH:13]([CH3:16])[S:12][CH:11]1[C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)(=[O:25])[CH3:24]

Participants

4

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 14999089HCID 14999089, compound

Product 1

HCID 14999110HCID 14999110, compoundYield 77%

Procedure

Pyridine (0.5 ml) was added to a solution of 3-(2-hydroxyethyl)-5-methyl-2-(3-pyridyl)thiazolidin-4-one (0.5 g, 2.1 mmol) in acetic anhydride (2 ml) under ice-cooling. Then, the mixture was kept cooling for 2 hours. The resulting mixture was concentrated by evaporation under reduced pressure, and subjected to medium-pressure chromatography (hexane-acetone), giving 3-(2-acetoxy-ethyl)-5-methyl-2-(3-pyridyl)thiazolidin-4-one (0.45 g, 77% yield)

Workup

  1. temperaturecooling
  2. temperatureThen, the mixture was kept cooling for 2 hours
  3. concentrationThe resulting mixture was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-68e56216fb624014b49f21bb8842a7c8
Source dataset
uspto-grants-1991_06
Patent number
US05021435

Reaction notes

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