HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618787Generated: October 30, 2026
Morpholine → 1-Acetyl-6-(4-morpholinyl)-1,2-dihydrospiro[indole-3,3'-thietane]1',1'-dioxide
https://huagongshe.com/reaction/1618787
Participants
| Role | Name | HCID | Charge |
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| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 1-Acetyl-6-bromospiro[indoline-3,3'-thietane]1',1'-dioxide | HCID 58221418 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Acetyl-6-(4-morpholinyl)-1,2-dihydrospiro[indole-3,3'-thietane]1',1'-dioxide | HCID 67285702 | — |
Reaction Steps
To a microwave vessel was added sodium tert-butoxide (0.045 g, 0.466 mmol), morpholine (0.030 mL, 0.350 mmol), XPhos, Pd2(dba)3 (0.021 g, 0.023 mmol), and 1-acetyl-6-bromo-1,2-dihydrospiro[indole-3,3′thietane]1′,1′-dioxide (0.077 g, 0.233 mmol) in 1,4-dioxane (2.3 mL). The suspension was deoxygenated with argon for 5 min and stirred at 110° C. for 90 min under microwave irradiation. The crude mixture was loaded directly onto a silica gel column (eluting with a gradient of 0-10% MeOH in DCM) to give 1-acetyl-6-(4-morpholinyl)-1,2-dihydrospiro[indole-3,3′-thietane]1′,1′-dioxide as a tan oil. Mass Spectrum (ESI) m/e=337.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765940B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-3d73a4d3b7b54d588498e9a0d21f0c25 |
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| Source note | uspto-grants-2014_07 |
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