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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710555Generated: October 30, 2026

1,1'-Carbonyldiimidazole → HCID 66692141, compound

https://huagongshe.com/reaction/710555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanesulfonamideHCID 72879—
Reactant3-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-eneHCID 53630274—
ReactantHCID 66691817HCID 66691817—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66692141HCID 6669214132%

Reaction Conditions

Temperature60 °C

Reaction Steps

The compound (80 mg, 193 μmol) obtained in Example 28 was dissolved in THF (5 mL), and CDI (47 mg, 290 μmol) was added thereto, followed by stirring at 60° C. for 2 hours. Thereafter, methanesulfonamide (28 mg, 290 μmol) was added to the mixture, followed by stirring for 10 minutes, and diazabicycloundecene (hereinafter referred to as DBU) (51 μL, 347 μmol) was added thereto, followed by stirring at room temperature for 16 hours. Water was added to the resulting mixture, and after extraction with methanol:chloroform (1:6), the extract was washed with a saturated ammonium chloride aqueous solution and dried over anhydrous sodium sulfate. After the desiccant was filtered off, the residue obtained by evaporation under reduced pressure was purified using medium pressure flash column chromatography (silica gel; methanol:chloroform=1:6), thereby giving the title compound (30 mg, 32%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181183B2
Source datasetuspto-grants-2015_11
ORD IDord-701ffce2628041f0a2049e0e8b32d45a
Source noteuspto-grants-2015_11