Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 5-Aminoimidazole-4-carboxamide hydrochloride | HCID 66146 | — |
| Reactant | 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one | HCID 567033 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 14677481 | HCID 14677481 | 53.9% |
Reaction Steps
A stirred mixture of 17.7 g of 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (U.S. Pat. No. 4,281,000, Ex. 1) and 12.6 g of 4-amino-5-imidazolecarboxamide hydrochloride in 100 ml of glacial acetic acid was heated on a steam bath for 4 hours. The reaction mixture was then allowed to stand at room temperature for 16 hours. The mixture was evaporated to dryness in vacuo and the residual solid was partitioned between dichloromethane and saturated sodium bicarbonate. The two layers were separated, the organic layer was dried over anhydrous sodium sulfate and filtered and evaporation of the filtrate gave a dark yellow solid which was treated with isopropyl alcohol. This solid was collected by filtration and washed with hexane. The yellow solid was dried in vacuo to give 10.0 g of the product of the example, mp >260° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04888345 |
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| Source dataset | uspto-grants-1989_12 |
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| ORD ID | ord-55e31d6afaa64a15964e88a05c818c07 |
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| Source note | uspto-grants-1989_12 |
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