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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717776Generated: October 30, 2026

Water → 2,3-Dihydro-1,4-benzothiazine

https://huagongshe.com/reaction/717776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,2-DibromoethaneHCID 7839—
Reactant2-AminothiophenolHCID 8713—
ReactantPotassium CarbonateHCID 11430—
SolventTetrahydrofuranHCID 8028—
Product2,3-Dihydro-1,4-benzothiazineHCID 15106472.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-aminothiophenol (5 g, 40 mmol), 1,2-dibromoethane (3.75 g, 20 mmol), K2CO3 (13.8 g, 100 mmol) in THF (30 mL) was heated at 100° C. for 16 h. After completion of reaction, water was added and extracted with EtOAc. The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The reaction mixture was purified by column chromatography (using 100-200 mesh silica) and the desired product was eluted at 15% EtOAc in hexane) to obtained 2.2 g of desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193728B2
Source datasetuspto-grants-2015_11
ORD IDord-102b3bdccbfb4b1da314f35914be9e99
Source noteuspto-grants-2015_11