Acetic Anhydride → 5-Ethoxymethylene-3-methyl-4-oxo-thiazolidine-2-thione

HRID 963067

Reaction equation

HRID 963067 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[CH2:5][S:4][C:3]1=[S:8].[C:9]([O:12][C:13](=O)C)(=O)[CH3:10]>C([O-])([O-])OCC>[CH2:9]([O:12][CH:13]=[C:5]1[S:4][C:3](=[S:8])[N:2]([CH3:1])[C:6]1=[O:7])[CH3:10]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 729004-Thiazolidinone, 3-methyl-2-thioxo-

Product 1

HCID 2471015-Ethoxymethylene-3-methyl-4-oxo-thiazolidine-2-thione

Reagents, catalysts & solvents 1

HCID 53630039EthylorthoformateSolvent

Procedure

3-Methyl-4-oxo-thiazolidine-2-thione (403 g) and ethyl orthoformate (1370 ml) were added to acetic anhydride (775 ml), and the mixture was refluxed for 6 hours. The mixture was allowed to stand, and the resulting crystals were collected by filtration and washed with diisopropyl ether to give 342 g of 5-ethoxymethylene-3-methyl-4-oxo-thiazolidine-2-thione.

Workup

  1. temperaturethe mixture was refluxed for 6 hours
  2. filtrationthe resulting crystals were collected by filtration
  3. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-8a0e850c286743f58e512debd432ad5f
Source dataset
uspto-grants-1998_06
Patent number
US05760032

Linked notes

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