HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → 2-Phthalimidomethyl-3-methylimidazo[5,1-b]thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | {3-Methylimidazo[4,3-b][1,3]thiazol-2-yl}methanol | HCID 19605134 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Phthalimidomethyl-3-methylimidazo[5,1-b]thiazole | HCID 19605054 | 43.6% |
Reaction Steps
Under an argon atmosphere at room temperature, 0.705 ml of diethyl azodicarboxylate was added dropwise to 10 ml of an anhydrous tetrahydrofuran solution containing 505 mg of 2-hydroxymethyl-3-methylimidazo[5,1-b]thiazole, 662 mg of phthalimide and 1180 mg of triphenylphosphine, and the mixture was then stirred at room temperature for 4.5 hours. The solvent was evaporated under reduced pressure to obtain an oil, and this oil was then purified by a silica gel column chromatograph and successively Cephadex LH-20 to obtain 389.3 mg of 2-phthalimidomethyl-3-methylimidazo[5,1-b]thiazole as a lemon crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05990101 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-eab5fc04bd684cda8698c3aa00202a18 |
| Source note | uspto-grants-1999_11 |