Benzaldehyde → 5-Benzylidene-2,4-thiazolidinedione

HRID 458883

Reaction equation

HRID 458883 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:9]1[CH2:13][C:12](=[O:14])[NH:11][C:10]1=[O:15].N1CCCCC1>C(O)C>[CH:1](=[C:13]1[S:9][C:10](=[O:15])[NH:11][C:12]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 5437ThiazolidinedioneHCID 8082Piperidine

Product 1

HCID 1991545-Benzylidene-2,4-thiazolidinedione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

13.6 ml (135.0 mmol) benzaldehyde, 23.7 g (202.5 mmol) 2,4-thiazolidindione and 2.7 ml (27.0 mmol) piperidine are stirred in 400 ml ethanol under reflux for 13 hours. The resulting precipitate is filtered off and dried: Yield 17.1 g (61%).

Workup

  1. temperatureunder reflux for 13 hours
  2. filtrationThe resulting precipitate is filtered off
  3. customdried

Sources & evidence

ORD record
ord-672d5925917c442080483a9598004372
Source dataset
uspto-grants-2007_03
Patent number
US07192967B1

Linked notes

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