HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → 8-bromo-6-chloro-4H-benzo[1,4]oxazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | 2-Amino-6-bromo-4-chlorophenol | HCID 15521089 | — |
| Reactant | 8-Bromo-6-chloro-3,4-dihydro-2H-benzo[b][1,4]oxazine | HCID 22557234 | — |
| Product | 8-bromo-6-chloro-4H-benzo[1,4]oxazin-3-one | HCID 14288467 | — |
Reaction Steps
8-Bromo-6-chloro-2,3-dihydro-benzo[1,4]oxazine used in this Example was prepared by first reacting 2-amino-6-bromo-4-chloro-phenol with chloroacetyl chloride to provide 8-bromo-6-chloro-4H-benzo[1,4]oxazin-3-one using the procedure reported by Combs et al.; J. Med. Chem.; 33; 380-386 1990. This benzoxazinone was then reduced to 8-bromo-6-chloro-2,3-dihydro-benzo[1,4]oxazine using borane in THF according to the procedure described in Tetrahedron; 53(26); 8853-8870 1997.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377931B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-3b54190136d747b987eab1e4f2bb8131 |
| Source note | uspto-grants-2013_02 |