Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | 4,5-Dichloro-1,2-phenylenediamine | HCID 79297 | — |
| Reactant | 4-Phenyloxane-2,6-dione | HCID 297882 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 45381085 | HCID 45381085 | 18.7% |
Reaction Steps
The solution of commercial 4,5-dichloro-1,2-phenylenediamine (0.38 g) and 3-phenylglutaric anhydride (0.4 g) in THF (1 ml) was heated shortly and kept at rt for 0.5 h. The solvent was removed in vacuo and the residue redissolved in acetic acid (3 ml). The dark solution was heated to reflux overnight. Then all volatiles were removed in vacuo and the residue was heated with ethanol (5 ml). After reccoling to rt the precipitate was collected by filtration, washed with ethanol, and dried to give a crude (0.39 g). The crude was decolorized in boiling acetone solution with activated carbon and filtered over Celite. Concentration of the filtrate and drying of the residue afforded 7,8-dichloro-3-phenyl-3,4-dihydropyrido[1,2-a]benzimidazol-1(2H)-one (0.13 g) as colourless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912186B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-cc4aa223431d4da1aefd761ea4ee8359 |
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| Source note | uspto-grants-2014_12 |
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