Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3,5-Heptanedione | HCID 81923 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 55281788 | HCID 55281788 | — |
| Product | HCID 67273117 | HCID 67273117 | 83% |
Reaction Steps
To a suspension of 211 mg (0.986 mmol) of 7-hydrazino-1-methyl-1,3-dihydro-2H-benzimidazol-2-one in 2 mL of acetic acid was added 0.13 mL (0.986 mmol) of 3,5-heptanedione, the mixture was stirred at 100° C. for 2 hours. After cooling, the reaction mixture was neutralized by saturated aqueous sodium hydrogen carbonate and extracted with ethyl acetate (X2). The combined organic layer was washed with brine (X1), dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with a 50-80% ethylacetate/n-hexane gradient mixture to give 221 mg (83%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163935B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-3615a679bc0c430b89a80908601b4a6b |
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| Source note | uspto-grants-2012_04 |
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