Pyridine → HCID 14999110, compound

HRID 981559Notes

Reaction equation

HRID 981559 reaction equation
N1C=CC=CC=1.OCC[C:10]1([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[NH:14][C:13](=[O:15])[CH:12]([CH3:16])[S:11]1.[C:23]([O:26][C:27](=O)[CH3:28])(=[O:25])[CH3:24]>>[C:23]([O:26][CH2:27][CH2:28][N:14]1[C:13](=[O:15])[CH:12]([CH3:16])[S:11][CH:10]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 20070423HCID 20070423, compound

Product 1

HCID 14999110HCID 14999110, compoundYield 77%

Procedure

Pyridine (0.5 ml) was added to a solution of -(2-hydroxyethyl)-5-methyl-2-(3-pyridyl)thiazolidin-4one (0.5 g, 2.1 mmol) in acetic anhydride (2 ml) under cooling with ice. This cooling with ice was further continued for 2 hours. The product mixture was concentrated by evaporation under reduced pressure, and subjected to medium-pressure chromatography (hexaneacetone), giving 3-(2-acetoxyethyl)-5-methyl-2-(3-pyridyl)thiazolidin-4-one (0.45 g, 77% yield).

Workup

  1. temperatureunder cooling with ice
  2. concentrationThe product mixture was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-a1df9df2fa7942bc80a369702e80d3d7
Source dataset
uspto-grants-1991_02
Patent number
US04992455

Reaction notes

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