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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
Reactant1-Acetyl-6-bromospiro[indoline-3,3'-thietane]1',1'-dioxideHCID 58221418—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product1-Acetyl-6-(4-morpholinyl)-1,2-dihydrospiro[indole-3,3'-thietane]1',1'-dioxideHCID 67285702—

Reaction Conditions

Temperature110 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-3d73a4d3b7b54d588498e9a0d21f0c25
Source noteuspto-grants-2014_07