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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527376Generated: October 31, 2026

Formaldehyde → 2-(4-(N,S-Dimethylsulfonimidoyl)benzyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/527376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-(4-(S-Methylsulfonimidoyl)benzyl)isoindoline-1,3-dioneHCID 86711629—
SolventAcetic AcidHCID 176—
Product2-(4-(N,S-Dimethylsulfonimidoyl)benzyl)isoindoline-1,3-dioneHCID 86711642—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-(4-(S-methylsulfonimidoyl)benzyl)isoindoline-1,3-dione (preparation 17b, 200 mg, 63.6 mmol) and paraformaldehyde (115 mg, 1.27 mmol) in acetic acid (2 mL) is heated in a microwave at 100° C. for 4 h. The mixture is concentrated under reduced pressure, and the residue is purified by flash chromatography on silica (gradient dichloromethane to dichloromethane/methanol 95:5). Yield: 189 mg (90% of theory); ESI mass spectrum: [M+H]+=329; r.t. HPLC: 0.45 min (X011_S03).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346794B1
Source datasetuspto-grants-2016_05
ORD IDord-abbeccca1f1c438cbd71593006f7d70e
Source noteuspto-grants-2016_05