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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536043Generated: October 31, 2026

Morpholine → N-methyl-4-(4-morpholinyl)-3-nitrobenzenesulfonamide

https://huagongshe.com/reaction/536043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-fluoro-N-methyl-3-nitrobenzenesulfonamideHCID 8468085—
SolventTetrahydrofuranHCID 8028—
ProductN-methyl-4-(4-morpholinyl)-3-nitrobenzenesulfonamideHCID 927919197.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-fluoro-N-methyl-3-nitrobenzenesulfonamide (2.00 g, 8.54 mmol) and morpholine (0.744 g, 8.54 mmol) in THF (100 mL), was added N,N-diisopropylethylamine (2.21 g, 17.08 mmol). The resulting solution was stirred at 50° C. overnight. In the morning, the reaction mixture was cooled to room temperature and concentrated to dryness in vacuo. The residue was dissolved in ethyl acetate and washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo to obtain N-methyl-4-(4-morpholinyl)-3-nitrobenzenesulfonamide (2.5 g, 97%) as a red oil. MS (m/z) 302.0 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859571B2
Source datasetuspto-grants-2014_10
ORD IDord-a07545c3f779457ebab90396d3a002ff
Source noteuspto-grants-2014_10