HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57056771, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 54482101 | HCID 54482101 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57056771 | HCID 57056771 | 92.7% |
Reaction Steps
A mixture of 5-[1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethylidene]-2-thioxo-4-thiazolidinone (1.6 g, 4 mmoles), iodomethane (0.45 mL, 7 mmoles), and diisopropylethylamine (1.1 mL, 6 mmoles) in 20 mL of ethanol is stirred under N2 at room temperature for 16 hours, then stirred into 200 mL of water. The precipitate is filtered off, rinsed with water, and dried to afford the product (1.4 g) of 5-[1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-ethylidene]-2-(methylthio)-4(5H)-thiazolone, mp 206°-209° C. A sample recrystallized from acetonitrile was analytically pure, mp 224°-226° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05290800 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-637d4946352c4bfd9ff1e5793575c061 |
| Source note | uspto-grants-1994_03 |