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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603440Generated: October 31, 2026

Phthalimide → 2-Phthalimidomethyl-3-methylimidazo[5,1-b]thiazole

https://huagongshe.com/reaction/1603440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant{3-Methylimidazo[4,3-b][1,3]thiazol-2-yl}methanolHCID 19605134—
SolventTetrahydrofuranHCID 8028—
Product2-Phthalimidomethyl-3-methylimidazo[5,1-b]thiazoleHCID 1960505443.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990101
Source datasetuspto-grants-1999_11
ORD IDord-eab5fc04bd684cda8698c3aa00202a18
Source noteuspto-grants-1999_11