HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1949690Generated: October 25, 2026
Potassium Carbonate → 4,5-Dihydro-6-oxa-1-thia-benzo[e]azulene-9-carbonitrile
https://huagongshe.com/reaction/1949690
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Bromo-4-(2-thiophen-3-yl-ethoxy)-benzonitrile | HCID 56834153 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4,5-Dihydro-6-oxa-1-thia-benzo[e]azulene-9-carbonitrile | HCID 56834154 | — |
Reaction Steps
To a solution of 3-bromo-4-(2-thiophen-3-yl-ethoxy)-benzonitrile (4.50 g) in DMF (20 mL) was added palladium acetate (327 mg), triphenylphosphine (766 mg) and potassium carbonate (4.03 g) and the reaction heated at 90° C. for 16 h. After cooling to room temperature the mixture was diluted with ethyl acetate (60 ml) and filtered. The filtrate was washed with brine (80 mL), dried (MgSO4), reduced in vacuo and purified on silica to give 4,5-dihydro-6-oxa-1-thia-benzo[e]azulene-9-carbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399690B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-63e6b5aebc84482098bdab34603c03fe |
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| Source note | uspto-grants-2013_03 |
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