HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 3-isopropyl-3-methyl-3H-imidazo[2,1-a]isoindole-2,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Barium Oxide Nanoparticle Dispersion | HCID 9855530 | — |
| Reactant | Tetramethylbenzyl ammonium hydroxide | HCID 19860286 | — |
| Product | 3-isopropyl-3-methyl-3H-imidazo[2,1-a]isoindole-2,5-dione | HCID 2729247 | — |
Reaction Steps
The above procedure is repeated in all respects, excepting that the strong base reagent is altered. In separate experiments, sodium hydride, potassium hydroxide, barium oxide, diisopropylethylamine, 1,5-diazobicyclo[5.4.0]undicene-5, tetramethylguanidine, tetramethylbenzyl ammonium hydroxide, Amberlite A21 (Rohm & Haas) strongly basic ion exchange resin and p-toluenesulfonic acid, are substituted for sodium hydroxide to yield the desired 3-isopropyl-3-methyl-5H-imidazo[2,1-a]isoindole-2(3H),5-dione. In practice of the above-described method, sodium hydroxide or sodium hydride in refluxing toluene is preferred.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04092147 |
| Source dataset | uspto-grants-1978_05 |
| ORD ID | ord-02f8090912774774a5375323ec250ad8 |
| Source note | uspto-grants-1978_05 |