HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023307Generated: October 31, 2026
1,4-Dibromobenzene → 4-(4-Bromophenyl)-1lambda~6~,4-thiazinane-1,1-dione
https://huagongshe.com/reaction/1023307
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Thiomorpholine 1,1-dioxide | HCID 6484228 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(4-Bromophenyl)-1lambda~6~,4-thiazinane-1,1-dione | HCID 44629765 | — |
Reaction Steps
A mixture of 1,4-dibromobenzene (118 mg, 0.5 mmol), thiomorpholine-1,1-dioxide (68 mg, 0.5 mmol), Pd2 dba3 (12 mg, 2.5 mol %), BINAP (24 mg, 7.5 mol %), sodium 2-methylpropan-2-olate (72 mg, 0.75 mmol) and toluene (2 mL) was stirred at 80° C. for overnight. The reaction mixture was cooled down to room temperature and worked-up. The residue was purified on slilica gel flash column chromatography (eluent: 0-50% EtOAc in hexane) to afford 4-(4-bromophenyl)thiomorpholine-1,1-dioxide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722692B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-2c52fa3306c447fc92ae716e9465720e |
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| Source note | uspto-grants-2014_05 |
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