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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054917Generated: November 2, 2026

2,6-Dichlorobenzoyl chloride → 2,6-dichloro-N-[4-(toluene-3-sulfonyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl]-benzamide

https://huagongshe.com/reaction/1054917

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dichlorobenzoyl chlorideHCID 78392—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(toluene-3-sulfonyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-ylamineHCID 118061715—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2,6-dichloro-N-[4-(toluene-3-sulfonyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl]-benzamideHCID 72544213—

Reaction Steps

4-(Toluene-3-sulfonyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-ylamine (20 mg, 0.065 mmol) was dissolved in p-dioxane (0.400 mL) and water (0.100 mL), followed by 2,6-dichlorobenzoyl chloride (21 μL, 0.098 mmol) and NaHCO3 (11 mg, 0.13 mmol). The resulting mixture was stirred at room temperature for 15 hours, concentrated under vacuum, and purified by HPLC to give 2,6-dichloro-N-[4-(toluene-3-sulfonyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl]-benzamide. LCMS (ESI): calc. C21H17Cl2N3O4S=477; obs. M+H=478.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394315B2
Source datasetuspto-grants-2016_07
ORD IDord-f749c899269a454cb124f1023137a824
Source noteuspto-grants-2016_07