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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717777Generated: November 3, 2026

2,3-Dihydro-1,4-benzothiazine → 4-nitroso-3,4-dihydro-2H-benzo[b][1,4]thiazine

https://huagongshe.com/reaction/717777

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydro-1,4-benzothiazineHCID 151064—
ReactantSodium NitriteHCID 23668193—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product4-nitroso-3,4-dihydro-2H-benzo[b][1,4]thiazineHCID 2185961269.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

3,4-Dihydro-2H-benzo[1,4]thiazine (1.2 g, 7.94 mmol) was dissolved in 3N HCl at 0° C., and the reaction mixture stirred for 5 min. at 0° C. A solution of sodium nitrite (548 mg, 7.94 mmol) in water was added at the same temperature, and the reaction mixture stirred at 0° C. for 1 h. After completion of reaction water was added and extracted with DCM. The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure, to provide 1 g desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193728B2
Source datasetuspto-grants-2015_11
ORD IDord-0d41debe935842eda4096a9530998c70
Source noteuspto-grants-2015_11