Acetic Acid → HCID 2850570, compound

HRID 1581650Notes

Reaction equation

HRID 1581650 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][C:4]=1[N+:11]([O-:13])=[O:12].[S:14]1[CH2:18][C:17](=[O:19])[NH:16][C:15]1=[O:20].C([O-])(=O)C.[NH4+].C(O)(=O)C>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[C:18]2[S:14][C:15](=[O:20])[NH:16][C:17]2=[O:19])=[CH:5][C:4]=1[N+:11]([O-:13])=[O:12]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5437ThiazolidinedioneHCID 517165Ammonium AcetateHCID 7006084-Methoxy-3-nitrobenzaldehyde

Product 1

HCID 2850570HCID 2850570, compoundYield 88.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4-Methoxy-3-nitrobenzaldehyde (4.00 g, 22.2 mmol), thiazolidine-2,4-dione (3.10 g, 26.5 mmol), ammonium acetate (3.40 g, 44.1 mmol), acetic acid (8 mL) and benzene (120 mL) were mixed, and, while removing water formed by the reaction, the mixture was refluxed for 8 hours. After allowed to stand for cooling, the precipitated crystals were collected by filtration, washed with benzene and 20% aqueous acetone, and then dried to obtain 5.50 g (88%) of the title compound as yellow powder.

Workup

  1. customwhile removing water
  2. customformed by the reaction
  3. temperaturethe mixture was refluxed for 8 hours
  4. temperaturefor cooling
  5. filtrationthe precipitated crystals were collected by filtration
  6. washwashed with benzene and 20% aqueous acetone
  7. customdried

Sources & evidence

ORD record
ord-efbdd979294749f1928c521595e9abb9
Source dataset
uspto-grants-2004_05
Patent number
US06730687B1

Reaction notes

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