HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(benzenesulfonyl)-4,6-dihydro-5H-pyrrolo[3,4-d]thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonamide | HCID 7370 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,5-Bis(bromomethyl)thiazole | HCID 10849698 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(benzenesulfonyl)-4,6-dihydro-5H-pyrrolo[3,4-d]thiazole | HCID 18442806 | — |
Reaction Steps
Benzenesulfonamide (638 mg) and 4,5-bis(bromomethyl)thiazole (M. Al. Hariri, O. Galley, F. Pautet, H. Fillion, Eur. J. Org. Chem., 1998, 593-594.) (1.10 g) were dissolved in N,N-dimethylformamide (10 ml), sodium hydride (60% in oil, 357 mg) was added at a time, and the mixture was stirred at room temperature for 3 hours. Water and methylene chloride were added to conduct liquid separation. After the resultant organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was purified by column chromatography on silica gel (methylene chloride:ethyl acetate=9:1) to obtain the title compound (137 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365205B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-39e55d46c1b1468caadb96261d27420d |
| Source note | uspto-grants-2008_04 |