Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 11206130 | HCID 11206130 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86648061 | HCID 86648061 | 27.6% |
Reaction Steps
To a solution of 38.1 (740 mg, 4.13 mmol) and malononitrile (0.275 mL, 4.96 mmol) in toluene (10.0 mL), was added ammonium acetate (79.6 mg, 1.03 mmol) followed by acetic acid (0.284 mL, 4.96 mmol). The resulting mixture was heated at reflux at 140° C. with a Dean-Stark trap for 18 hours. The reaction was concentrated under reduced pressure, and the residue was purified by medium pressure chromatography to yield 38.2 (260 mg, 27% yield). MS ESI (neg.) m/e: 227.1 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450522B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-ae484092a8dd41d5bd1fdee93085f059 |
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| Source note | uspto-grants-2013_05 |
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