HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Benzyloxy-3-(4-methylthiazol-2-yl)-1H-pyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(4-Methyl-1,3-thiazol-2-yl)acetamide | HCID 712445 | — |
| Reactant | 2-Benzyloxy-3-(dimethylamino)acrolein | HCID 54521002 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Benzyloxy-3-(4-methylthiazol-2-yl)-1H-pyridin-2-one | HCID 135493014 | 73.1% |
Reaction Steps
2-(4-Methylthiazol-2-yl)acetamide (0.016 mol), 2-benzyloxy-3-(N,N-dimethylamino)propenal (0.017 mol), sodium hydride (0.032 mol), methanol (1.3 ml) and DMF (100 ml) were heated at 70° C. for 4 h. The reaction was cooled, acidified with 5.0N HCl(aq), and poured into water. The resulting precipitate was collected by filtration and dried to give the product as a brown solid (11.7 mmol, 73%). δH (360 MHz; CDCl3) 9.38 (1H, s), 7.47-7.34 (7H, m), 7.09 (1H, s), 5.21 (2H, s), 2.69 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06133255 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-240720d117dc422cba565788935b04ee |
| Source note | uspto-grants-2000_10 |