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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640547Generated: October 31, 2026

6-amino-3,4-dihydro-2H-1,4-benzothiazin-3-one → HCID 66737820, compound

https://huagongshe.com/reaction/1640547

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-amino-3,4-dihydro-2H-1,4-benzothiazin-3-oneHCID 686901—
Reactant(S)-Glycidoxy-t-butyldimethylsilaneHCID 10954307—
SolventAcetonitrileHCID 6342—
ProductHCID 66737820HCID 6673782047.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of tert-butyl-dimethyl-((S)-1-oxiranylmethoxy)-silane (13.0 g, 69 mmol) in acetonitrile (220 mL) was added LiClO4 (22 g, 207 mmol). 6-amino-4H-benzo[1,4]thiazin-3-one (11.4 g, 64 mmol) was added and the mixture was stirred at 50° C. for 6 h. The solvent was removed in vacuo and the residue was chromatographed (DCM/MeOH/NH4OH 1000:25:2→1000:100:2) to afford the title compound as a pale brown foam (11.16 g, 44% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114867B2
Source datasetuspto-grants-2012_02
ORD IDord-6780b04df173485ea5b3299cd7153c08
Source noteuspto-grants-2012_02