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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367083Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 178502027, compound

https://huagongshe.com/reaction/2367083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantMethoxycarbonyl isothiocyanateHCID 552246—
ReactantMethyl 2-[(3,4-diaminophenyl)carbonyl]benzoateHCID 67044285—
SolventAcetonitrile benzeneHCID 21919336—
ProductHCID 178502027HCID 17850202771%

Reaction Steps

To a solution of methyl 2-[(3,4-diaminophenyl)carbonyl]benzoate (134 mg, 0.50 mmol) in a mixture of acetonitrile-benzene (1:1, 5 mL) methyl isothiocyanatidocarbonate (70 mg, 0.60 mmol) was added followed by the addition of DCC (153 mg, 0.75 mmol) and the reaction mixture was heated to reflux for 18 h. After cooling to room temperature the reaction mixture was concentrated. The residue was triturated with diethyl ether (2×, 10 mL) and the pale orange solid was collected by filtration to give methyl 2-[(2-{[(methoxy)carbonyl]amino}-1H-benzimidazol-5-yl)carbonyl]benzoate (125 mg, 71%). MS (EI) for C18H15N3O5: 354 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697737B2
Source datasetuspto-grants-2014_04
ORD IDord-d01bd7b198ca40ab839d206b3dad0cb3
Source noteuspto-grants-2014_04