HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 178502027, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Methoxycarbonyl isothiocyanate | HCID 552246 | — |
| Reactant | Methyl 2-[(3,4-diaminophenyl)carbonyl]benzoate | HCID 67044285 | — |
| Solvent | Acetonitrile benzene | HCID 21919336 | — |
| Product | HCID 178502027 | HCID 178502027 | 71% |
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 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846959B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-344bf4f21b7c4ae5bc15bd4a6c97c7a7 |
| Source note | uspto-grants-2010_12 |