HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336608Generated: October 26, 2026
Sodium hydride → 2-Bromo-6-(tricyclo[3.3.1.13,7]dec-1-ylthio)benzonitrile
https://huagongshe.com/reaction/336608
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Adamantylthiol | HCID 99730 | — |
| Reactant | 2-Bromo-6-fluorobenzonitrile | HCID 2783139 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 2-Bromo-6-(tricyclo[3.3.1.13,7]dec-1-ylthio)benzonitrile | HCID 86681265 | — |
Reaction Steps
To a solution of adamantanethiol (1.01 g) in N,N-dimethylacetamide (20 mL) at room temperature was added NaH (0.24 g, 60% in mineral oil) and the reaction was stirred for 10 minutes. 2-Fluoro-6-bromobenzonitrile (1 g) was added and the mixture was heated to 80° C. for 1 hour. The reaction mixture was cooled and diluted with ether (400 mL), and the mixture was washed three times with 1M NaOH solution and once with brine, then dried over sodium sulfate, filtered and concentrated to yield the crude product which was taken on to the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889675B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-50cac4bc689b4df49d250c5e8d9219bc |
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| Source note | uspto-grants-2014_11 |
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