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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592022Generated: October 31, 2026

Bis-(1H-imidazol-2-YL)-methanone → [2-(1,1,4-Trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acetic acid methyl ester

https://huagongshe.com/reaction/1592022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
ReactantN-sulfamoyl-N-[2-(methoxycarbonylmethyl)-phenyl]glycineHCID 67138346—
SolventTetrahydrofuranHCID 8028—
Product[2-(1,1,4-Trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acetic acid methyl esterHCID 58997412—

Reaction Steps

Carbonyl diimidazole (60 mg, 0.37 mmol) is added as solid to a solution of the title E compound, N-sulfamoyl-N-[2-(methoxycarbonylmethyl)-phenyl] glycine (112 mg, 0.37 mmol) in THF (5 mL). After 65 h, the solvent is removed by evaporation. The residue is taken up in EtOAc and washed with 1N aqueous HCl followed by brine. The organic solution is dried over anhydrous MgSO4, filtered and concentrated. This residue is then evaporated from diethyl ether to yield [2-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acetic acid methyl ester as a white foam: [M−1]−=283.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291635B2
Source datasetuspto-grants-2007_11
ORD IDord-0d62f7a2eba9495c8be49064685c6085
Source noteuspto-grants-2007_11