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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943678Generated: October 25, 2026

Hydrochloric Acid → 4-(4-methoxy-benzenesulfonyl)-3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine

https://huagongshe.com/reaction/1943678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Methoxybenzenesulfonyl chlorideHCID 7401—
ReactantTriethylamineHCID 8471—
Reactant2H,3H,4H-pyrido[4,3-b][1,4]oxazineHCID 21885950—
SolventDichloromethaneHCID 6344—
Product4-(4-methoxy-benzenesulfonyl)-3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazineHCID 6693661684.1%

Reaction Steps

In a 25 ml flask, 3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine (370 mg, 2.72 mmol) and 4-methoxy-benzenesulfonyl chloride (618 mg, 2.99 mmol) were dissolved in dichloromethane (10 ml). Triethylamine (0.45 ml, 3.23 mmol) was added thereto and then stirred at room temperature for 2 hours. After neutralizing with 1N hydrochloric acid solution, the mixture was extracted with dichloromethane, and the combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluting with a solvent of dichloromethane. The fractions containing the product were collected and evaporated to obtain pale-green solid (700 mg, 84.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-835305ff10ea40f8bbf1a261084a5621
Source noteuspto-grants-2013_03