2-Methoxyethanol → 5-(4-Acetonylbenzyl)thiazolidine-2,4-dione

HRID 465440Notes

Reaction equation

HRID 465440 reaction equation
[CH2:1]([C:5]1[CH:18]=[CH:17][C:8]([CH2:9][CH:10]2[S:14][C:13](=N)[NH:12][C:11]2=[O:16])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].C[O:20]CCO>Cl.O>[CH2:1]([C:5]1[CH:18]=[CH:17][C:8]([CH2:9][CH:10]2[S:14][C:13](=[O:20])[NH:12][C:11]2=[O:16])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3]

Participants

5

Reactant 2

HCID 80192-MethoxyethanolHCID 1403626592-Imino-5-[[4-(2-oxopropyl)phenyl]methyl]-1,3-thiazolidin-4-one

Product 1

HCID 198745265-(4-Acetonylbenzyl)thiazolidine-2,4-dione

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

5-(4-Acetonylbenzyl)-2-iminothiazolidine-4-one (1g) was heated under reflux in a mixture of 2-methoxyethanol 20 ml and 2N HCl (5 ml) for 8 h. The cooled mixture was diluted with water and the resulting precipitate filtered and dried under vacuum to give 5-(4-acetonylbenzyl)thiazolidine-2,4-dione as a white solid, mp 133°-135° C.

Workup

  1. filtrationthe resulting precipitate filtered
  2. customdried under vacuum

Sources & evidence

ORD record
ord-ff98c89be27145a799b1af513515538d
Source dataset
uspto-grants-1992_10
Patent number
US05153210

Reaction notes

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