Phthalic Anhydride → HCID 19086264, compound

HRID 1032982Notes

Reaction equation

HRID 1032982 reaction equation
O1CCOCC1.[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[S:18][C:17](=[O:19])[NH:16][C:15]2=[O:20])=[CH:10][CH:9]=1.[C:21]1(=O)[O:26][C:24](=[O:25])[C:23]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:22]12.C([O-])(=O)C.[Na+]>O.C(O)(=O)C>[O:25]=[C:24]1[C:23]2[C:22](=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:21](=[O:26])[N:7]1[C:8]1[CH:9]=[CH:10][C:11]([CH:14]2[S:18][C:17](=[O:19])[NH:16][C:15]2=[O:20])=[CH:12][CH:13]=1

Participants

7

Reactant 4

HCID 6811Phthalic AnhydrideHCID 312751,4-DioxaneHCID 517045Sodium AcetateHCID 128509725-(4-Aminophenyl)thiazolidine-2,4-dione

Product 1

HCID 19086264HCID 19086264, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Into 30 ml of dioxane were dissolved 1,00 g of 5-(4-amino-phenyl)thiazolidine-2,4-dione and 0.74 g of phthalic anhydride, and the solution was refluxed for 2 hours. Thereafter, 30 ml of acetic acid and 0.5 g of sodium acetate were added and the mixture was refluxed for 2 hours. The reaction liquor was poured into 400 ml of water, and the crystals deposited were collected by filtration. These were recrystalized from ethanol to obtain 1.50 g of title compound.

Workup

  1. temperaturethe solution was refluxed for 2 hours
  2. temperaturethe mixture was refluxed for 2 hours
  3. filtrationthe crystals deposited were collected by filtration
  4. customThese were recrystalized from ethanol

Sources & evidence

ORD record
ord-fcd74fc346a04aea83df18132e7d74b4
Source dataset
uspto-grants-1994_05
Patent number
US05308856

Reaction notes

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