HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660712Generated: October 30, 2026
Sodium Carbonate → 5-[2-benzyloxy-4-((E)-hex-1-enyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one
https://huagongshe.com/reaction/660712
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | B-(1E)-1-Hexenylboronic acid | HCID 5326225 | — |
| Reactant | 5-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one | HCID 68838643 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-[2-benzyloxy-4-((E)-hex-1-enyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one | HCID 68839290 | — |
Reaction Steps
A mixture of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (200 mg, 0.45 mmol), trans-1-hexen-1-ylboronic acid (77 mg, 0.676 mmol), resin-bound PPh3Pd (692 mg, loading 0.13 mmol/g) and aqueous Na2CO3 (0.9 mL of a 2M solution) in DME (3 mL) is placed in a microwave vial and heated at 110° C. for 30 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. The residue is purified by preparative HPLC to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084448B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-105f284162aa4b98b7266577f6f8db05 |
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| Source note | uspto-grants-2011_12 |
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