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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1533757Generated: November 3, 2026

1,1'-Thiocarbonyldiimidazole → HCID 178492695, compound

https://huagongshe.com/reaction/1533757

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
Reactant4-(2,3-diaminophenyl)carbonylamino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamideHCID 18354794—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178492695HCID 17849269581.7%

Reaction Steps

To a solution of 4-(2,3-diaminobenzoyl)amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (110 mg) in anhydrous tetrahydrofuran (2 ml) was added 1,1′-thiocarbonyldiimidazole (48 mg) under nitrogen at ambient temperature and stirred at same temperature for 1 day. After being concentrated in vacuo, the residue was diluted with a mixture of chloroform and saturated sodium bicarbonate aqueous solution and the organic layer was separated. The organic layer was washed with water and brine and the solution was dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was purified by preparative thin-layer chromatography (ethyl acetate-methanol=1:1) to give 4-(2-mercapto-1H-benzimidazol-4-yl)carbonylamino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (96 mg) as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06207693B1
Source datasetuspto-grants-2001_03
ORD IDord-a42d87b513954bcdb36b2a57b99e7c39
Source noteuspto-grants-2001_03