HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acrylonitrile → HCID 57839027, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3,5-Dimethoxy-benzamidine HCl | HCID 12301243 | — |
| Reactant | 2-(2,4-Dichlorobenzoyl)-3-(dimethylamino)prop-2-enenitrile | HCID 53395393 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 57839027 | HCID 57839027 | 38.4% |
Reaction Steps
To a stirred solution of Step 2 acrylonitrile (1.5 g, 5.6 mmol) and 3,5-dimethoxybenzamidine hydrochloride (1.2 g, 5.6 mmol) in MeOH (30 mL) was added NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol). The reaction was heated to reflux for 5 hr. Additional NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol) was added and was kept for 16 hr. The reaction was cooled to ambient temperature and quenched by addition of H2O (50 mL). The reaction was filtered and the solid was washed with MeOH (40 mL) to give 4-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidine-5-carbonitrile (960 mg, 38.4%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589088B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-f10b3ffa47a0438db377645a30483120 |
| Source note | uspto-grants-2009_09 |