Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2(3h)-Benzoxazolone, 5-chloro-6-nitro- | HCID 241598 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 18673278 | HCID 18673278 | 105.6% |
Reaction Steps
In a 250-ml flask, place 8.6 g (0.04 m) of 5-chloro-6-nitro-benzoxazol-2-one (2b, 1.3 g of tetrabutylammonium bromide, 11.1 g (0.08 m) of potassium carbonate powder, and 80 ml of acetone. Stir the mixture at 50° C. for 30 min. Add 7.4 g (0.04 m×1.08) of benzyl bromide. Stir the reaction mixture under reflux for 15 min. Distill off acetone, add 100 ml of water and 100 ml of toluene, stir for a few min. Separate toluene solution, wash with 100 ml of water, and concentrate under a reduced pressure to dryness to give 12.9 g (100%) of 3-N-benzyl-5-chloro-6-nitro-benzoxazol-2-one (4b; X=Cl) as a light brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06515176B1 |
|---|
| Source dataset | uspto-grants-2003_02 |
|---|
| ORD ID | ord-b8c9d56d68b14440b02c4e2a76e6d626 |
|---|
| Source note | uspto-grants-2003_02 |
|---|