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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890428Generated: October 31, 2026

(+)-Epichlorohydrin → HCID 67131052, compound

https://huagongshe.com/reaction/1890428

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+)-EpichlorohydrinHCID 149428—
Reactant6-amino-3,4-dihydro-2H-1,4-benzothiazin-3-oneHCID 686901—
SolventAcetonitrileHCID 6342—
ProductHCID 67131052HCID 6713105264%

Reaction Conditions

Temperature45 °C

Reaction Steps

A suspension of 6-amino-4H-benzo[1,4]thiazin-3-one (18.0 g, 100 mmol; commercial) and Ca(OTf)2 (0.5 eq.) in MeCN (800 mL) was heated at 50° for 1 h. (S)-epichlorohydrin (18.5 g, 200 mmol) was added and the mixture was stirred at rt for 72 h and at 45° C. for 24 h. The volatiles were removed under reduced pressure. After aqueous workup and extraction with EA, the title intermediate crystallized from EA to afford a beige solid (17.38 g, 64% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507478B2
Source datasetuspto-grants-2013_08
ORD IDord-4915fd80cfa440c4a4ab60c92d760630
Source noteuspto-grants-2013_08