HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-1,2-diaminobenzene → HCID 178452617, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-1,2-diaminobenzene | HCID 7263 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 3-[(tert-Butoxycarbonyl)amino]oxolane-3-carboxylic acid | HCID 45026943 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178452617 | HCID 178452617 | 81.8% |
Reaction Steps
N,N′-Dicyclohexylcarbodiimide (1.75 g, 8.5 mmol) is added portionwise at 0° C. to 4-chloro-o-phenylenediamine (1.21 g, 8.5 mmol) and 3-tert-Butoxycarbonylamino-tetrahydro-furan-3-carboxylic acid (1.97 g, 8.5 mmol) in THF (50 mL). After stirring overnight at rt, the reaction mixture was filtered and evaporated under reduced pressure to give a residue that is purified by flash chromatography (eluent 0-5% EtOH/DCM) to furnish [3-(5-Chloro-1H-benzoimidazol-2-yl)-tetrahydro-furan-3-yl]-carbamic acid tert-butyl ester (2.35 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371282B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3f2ffaa4fcfb460bb47f72d2412de11b |
| Source note | uspto-grants-2016_06 |