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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383905Generated: October 25, 2026

Toluene → 1-Benzothiazol-6-yl-4-methyl-imidazolidin-2-one

https://huagongshe.com/reaction/2383905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant3-(Benzothiazol-6-ylamino)-2-methyl-propionic AcidHCID 68785992—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
Product1-Benzothiazol-6-yl-4-methyl-imidazolidin-2-oneHCID 5963621171.42%

Reaction Steps

3-(Benzothiazol-6-ylamino)-2-methyl-propionic acid (I-167a: 500 mg, 2.118 mmol) was refluxed with triethylamine (1 mL, 6.989 mmol), DPPA (1.75 g, 6.35 mmol) and toluene (10 mL) at 120° C. in a sealed tube to afford the crude product. The reaction was monitored by TLC (5% methanol in chloroform). Purification by column chromatography on silica gel (2% methanol in chloroform) afforded 350 mg of the product (71.42% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263635B2
Source datasetuspto-grants-2012_09
ORD IDord-16977979bb3b4bca80d592a1b71ee22b
Source noteuspto-grants-2012_09