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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80237Generated: October 26, 2026

Methanol → 3-(3-Benzothiazol-6-yl-2-oxo-imidazolidin-1-yl)-pyridine-4-carbaldehyde

https://huagongshe.com/reaction/80237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1-Benzothiazol-6-yl-3-(4-dimethoxymethyl-pyridin-3-yl)-imidazolidin-2-oneHCID 49872452—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product3-(3-Benzothiazol-6-yl-2-oxo-imidazolidin-1-yl)-pyridine-4-carbaldehydeHCID 5963627299.5%

Reaction Steps

PTSA (2.2 g, 11.672 mmol) was added to a stirred solution of 1-benzothiazol-6-yl-3-(4-dimethoxymethyl-pyridin-3-yl)-imidazolidin-2-one (I-177a: 460 mg, 1.2418 mmol) in acetone (20 mL) and water (20 mL). The resulting reaction mass was stirred for 48 hours at room temperature. The reaction was monitored by TLC (5% methanol in chloroform). The reaction mixture was concentrated, the residue was diluted with ice-water, basified with saturated NaHCO3 solution and extracted using ethyl acetate. The aqueous layer was filtered and the solid collected was dried under reduced pressure. The solid was dissolved in methanol and chloroform, dried over Na2SO4 and concentrated under reduced pressure to afford 400 mg of the product (99.5% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-6ccde38690344d719845525f28fd3293
Source noteuspto-grants-2014_09