HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25334Generated: October 26, 2026
Benzenesulfonyl chloride → 2-Benzenesulfonyl-2,9-dihydro-6-oxa-2-azabenzo[cd]azulen-8-one Ethylene Ketal
https://huagongshe.com/reaction/25334
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,9-Dihydro-6-oxa-2-azabenzo[cd]azulen-8-one Ethylene Ketal | HCID 86590588 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Chloroform hexane | HCID 21585165 | — |
| Product | 2-Benzenesulfonyl-2,9-dihydro-6-oxa-2-azabenzo[cd]azulen-8-one Ethylene Ketal | HCID 86590587 | 69% |
Reaction Steps
60% Sodium hydride 33 mg was added to a solution of compound (33) in dry dimethylformamide 2 ml with cooling in ice and the mixture was stirred for 10 min. Then, benzenesulfonyl chloride 152 mg was added. The mixture was heated at 60° C. for 14 h. Ice-water was added to the reaction mixtures, which was extracted with ethyl acetate. The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was choromatographed on aluminum oxide in chloroform:hexane (1:1) to give the titled compound (34) as a pale yellow oil, 187 mg. Yield 69%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06858640B2 |
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| Source dataset | uspto-grants-2005_02 |
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| ORD ID | ord-ba1684af748a480b843e644ec5830dbc |
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| Source note | uspto-grants-2005_02 |
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