HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiazolidinedione → HCID 22342547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiazolidinedione | HCID 5437 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Product | HCID 22342547 | HCID 22342547 | — |
Reaction Steps
To a stirred solution of 2,4-thiazolidindione (0.01 mol) in a solvent such as THF is added from 2 to 4 mol equivalents of a non-nucleophilic base such as sodium hydride or LDA, followed by methyl iodide, and the mixture is stirred. Reaction progress may be followed by TLC or HPLC. When a sufficient amount of the desired product is formed, the mixture is partitioned between ethyl acetate and water. The organic layer is washed with brine, dried over sodium sulfate, and rotary evaporated to give 2,4-dimethoxythiazole, which may be purified, if needed or desired, by chromatography on silica gel or crystallization.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924276B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-9dc56365222c4a989f4260db0127b25d |
| Source note | uspto-grants-2005_08 |