Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,4-Bis(bromomethyl)benzene | HCID 69335 | — |
| Reactant | 5-(4-Hydroxybenzyl)thiazolidine-2,4-dione | HCID 10198397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22416575 | HCID 22416575 | — |
Reaction Steps
A 2.23 g portion of 2,4-dioxo-5-[(p-hydroxyphenyl)-methyl]thiazolidine was dissolved in 25 ml of dimethylformamide, and the solution was mixed with 0.8 g of sodium hydride and maintained at 60° C. for 3 hours. Under cooling with ice water, 1.32 g of p-xylylene dibromide was added to the solution, and the mixture was incubated at room temperature for 3 hours and then at 80° C. for 3 hours. A 100 ml portion of water and 100 ml of ethyl acetate were added to the reaction mixture to dissolve insoluble contents, and the resulting organic layer was collected and washed with water, followed by distillation to remove ethyl acetate. Thereafter, the resulting residue was subjected to silica gel column chromatography (eluent: chloroform) to obtain 1,4-bis[[4-[(2,4-dioxo-5-thiazolidinyl)methyl]phenoxy]methyl]benzene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05508296 |
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| Source dataset | uspto-grants-1996_04 |
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| ORD ID | ord-79cf0a9a4c2546c1baa926b161924e3a |
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| Source note | uspto-grants-1996_04 |
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