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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660772Generated: October 28, 2026

Sodium Carbonate → 5-[2-Benzyloxy-4-(2-methylpropenyl)-phenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

https://huagongshe.com/reaction/660772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,2-Dimethylethenylboronic acidHCID 2763299—
Reactant5-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 68838643—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-[2-Benzyloxy-4-(2-methylpropenyl)-phenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 68840459—

Reaction Conditions

Temperature12 °C

Reaction Steps

A mixture of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (150 mg, 0.338 mmol) and 2,2-dimethylethenylboronic acid (67 mg, 0.670 mmol), resin-bound PPh3Pd (519 mg, 0.069 mmol) and Na2CO3 (0.338 mL, 2M) in DME (3 mL) is heated in a microwave apparatus at 12° C. for 20 min. The mixture is filtered through Celite, washed with MeCN and concentrated. The residue is purified by reverse phase chromatography using a gradient of 10-60% EtOH/H2O as eluent to afford the title compound: (M−1)−=371.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-6b4419203f4b49f8beb5573d66afca79
Source noteuspto-grants-2011_12