HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acrylamide → 3-[2-Methyl-3-keto-1,4-benzoxazin-6-yl]-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acrylamide | HCID 6579 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 6-bromo-2-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one | HCID 22622903 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-[2-Methyl-3-keto-1,4-benzoxazin-6-yl]-acrylamide | HCID 53719909 | 36% |
Reaction Steps
726 mg of 6-bromo-2-methyl-1,4-benzoxazin-3-(4H)-one is stirred in 1.5 ml of triethylamine with 0.267 g of acrylamide as well as 8 mg of palladium(II) acetate and 46 mg of tri-ortho-toluyl-phosphine for several hours at 100° C. The product is taken up in methanol and purified by column chromatography with an ethanol/ethyl acetate mixture. Yield 36%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06365736B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-6ee9fa08e43447fab01785277a1263a0 |
| Source note | uspto-grants-2002_04 |