HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 54337598, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Cyano-3-methylthio-3-(4-tolyl)acrylamide | HCID 54242237 | — |
| Reactant | HCID 86754230 | HCID 86754230 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54337598 | HCID 54337598 | 43.7% |
Reaction Steps
The title compound was prepared from 2-cyano-3-methylthio-3-(4-tolyl)acrylamide (464 mg, 2.0 mmol), sodium carbonate (424 mg, 4.0 mmol) and 1-(3-hydroxypropyl)hydrazinium trifluoroacetate (449 mg, 2.2 mmol) following the procedure used for the compound of Example 12. The crude product was subjected to column chromatography (SiO2, 8% methanol in CH2Cl2) and was recrystallised from ethyl acetate to give the title compound as white crystals (240 mg) m.p. 164-165°. δH (CDCl3) 7.43 (2H, d, J 8.1 Hz), 7.26 (2H, d, J 7.8 Hz), 5.73 (2H, br s), 5.18 (2H, br s), 4.12 (2H, t, J 6.1 Hz), 3.66 (2H, t, J 5.5 Hz), 2.40 (3H, s), 2.04 (2H, quintet, J 6.1 Hz) and 1.59 (1H, br s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05922741 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-d93e30943e054ad7baebe2eede6ee637 |
| Source note | uspto-grants-1999_07 |