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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890433Generated: October 30, 2026

6-amino-3,4-dihydro-2H-1,4-benzothiazin-3-one → HCID 67131227, compound

https://huagongshe.com/reaction/1890433

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-amino-3,4-dihydro-2H-1,4-benzothiazin-3-oneHCID 686901—
Reactant(-)-EpichlorohydrinHCID 2734062—
SolventWater ethanolHCID 19096565—
ProductHCID 67131227HCID 6713122781%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507478B2
Source datasetuspto-grants-2013_08
ORD IDord-e70cf26dd9b64de8950aaedd4232cc02
Source noteuspto-grants-2013_08