HuagongsheHuagongshe Chemistry Print Report · For research reference only
Anthranilic Acid → 1,2,3,3a-Tetrahydro-3a-phenyl-5H-pyrrolo[1,2-a]-3,1-benzoxazin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Anthranilic Acid | HCID 227 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 4-Chlorobutyrophenone | HCID 253533 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 1,2,3,3a-Tetrahydro-3a-phenyl-5H-pyrrolo[1,2-a]-3,1-benzoxazin-5-one | HCID 19761077 | — |
Reaction Steps
A mixture of 26.1 g of 2-aminobenzoic acid, 36.5 g of 4-chloro-1-phenyl-1-butanone, 0.5 g of p-toluenesulfonic acid and 250 ml of xylene were refluxed with a water trap. After the reaction was complete, the solvent was removed by distillation and the remaining solid was recrystallized from ethanol. Yield: 41.1 g (81.5%), melting point 152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05214047 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-db75a1b05ccf4cf8acdc118e9f3e2955 |
| Source note | uspto-grants-1993_05 |