HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-amino-3,4-dihydro-2H-1,4-benzothiazin-3-one → HCID 67131227, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-amino-3,4-dihydro-2H-1,4-benzothiazin-3-one | HCID 686901 | — |
| Reactant | (-)-Epichlorohydrin | HCID 2734062 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | HCID 67131227 | HCID 67131227 | 81% |
Reaction Steps
A solution of 6-amino-4H-benzo[1,4]thiazin-3-one (18.39 g, 102 mmol; commercial) and (R)-epichlorohydrin (8.0 mL, 1 eq.) in 9-1 EtOH/H2O (450 mL) was heated at 80° C. overnight. The mixture was concentrated under reduced pressure. Residual starting aniline could be removed by addition of Et2O/EA followed by filtration. The filtrate containing the product was concentrated under reduced pressure to afford the title intermediate as a beige solid (22.52 g, 81% yield) which was used as such in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507478B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e70cf26dd9b64de8950aaedd4232cc02 |
| Source note | uspto-grants-2013_08 |