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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660718Generated: October 25, 2026

Sodium Carbonate → 5-(3-Benzyloxybiphenyl-4-yl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

https://huagongshe.com/reaction/660718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant5-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 68838643—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(3-Benzyloxybiphenyl-4-yl)-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 68839876—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (200 mg, 0.45 mmol), phenylboronic acid (180 mg, 0.83 mmol), Pd(PPh3)4 (100 mg, 20 mol %) and aqueous Na2CO3 (0.83 mL of a 2M solution) in DME (3 mL) is placed in a microwave vial and heated at 110° C. for 15 min. The mixture is filtered, diluted with EtOAc and washed with 1N HCl. The organic phase is dried over magnesium sulfate and the solvent removed under reduced pressure to give the title compound which is used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-51b34f1e1bcc40b9890903e023642698
Source noteuspto-grants-2011_12