HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 59603027, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Propanone, 1-nitro- | HCID 66296 | — |
| Reactant | 4-Amino-1,2-dihydropyridin-2-one | HCID 573530 | — |
| Reactant | 4-Formyl-3-methoxybenzonitrile | HCID 16659251 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 59603027 | HCID 59603027 | — |
Reaction Steps
688 mg (4.26 mmol) of 4-formyl-3-methoxybenzonitrile are dissolved with 440 mg (4.26 mmol) of 1-nitroacetone, 470 mg (4.26 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)] and 367 μl (6.40 mmol) of acetic acid in 10 ml of isopropanol and heated under reflux under argon for 12 h. After cooling, DMSO (5 ml) is added and the reaction solution is purified directly by preparative HPLC. 41 mg (2% of theory) of the title compound are obtained as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404709B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-9578d1295784400e89030e9b406cc5dc |
| Source note | uspto-grants-2013_03 |