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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527343Generated: November 2, 2026

Ethanol → (4-(N-cyano-S-methylsulfonimidoyl)phenyl)methanamine

https://huagongshe.com/reaction/527343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantEthylenediamineHCID 3301—
ReactantTetrahydrofuranHCID 8028—
Reactant2-(4-(N-cyano-S-methylsulfonimidoyl)benzyl)isoindoline-1,3-dioneHCID 86711610—
SolventAcetonitrileHCID 6342—
Product(4-(N-cyano-S-methylsulfonimidoyl)phenyl)methanamineHCID 86711611—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 2-(4-(N-cyano-S-methylsulfonimidoyl)benzyl)isoindoline-1,3-dione (preparation 6c, 684 mg, 2.02 mmol) and 1,2-diaminoethane (243 μL, 219 mg, 3.64 mmol) in a mixture of acetonitrile (8 mL), tetrahydrofuran (4 mL) and ethanol (4 mL) is heated at 60° C. for 5 h. All volatiles are removed under reduced pressure and the residue is suspended in dichloromethane. The mixture is filtered and the filtrate is concentrated under reduced pressure. Yield: 326 mg (77% of theory); ESI mass spectrum: [M+H]+=210; r.t. HPLC: 0.223 min (V001_007).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346794B1
Source datasetuspto-grants-2016_05
ORD IDord-2704307c8a644716af6d91a5150e41c9
Source noteuspto-grants-2016_05