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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747988Generated: November 4, 2026

Ethanesulfonylchloride, 2-chloro- → 9-(6-Methoxynaphthalen-2-yl)-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide

https://huagongshe.com/reaction/1747988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanesulfonylchloride, 2-chloro-HCID 15385—
ReactantSodium hydrideHCID 24758—
Reactant3-(6-Methoxynaphthalen-2-yl)pyridin-2-amineHCID 65550144—
SolventTetrahydrofuranHCID 8028—
Product9-(6-Methoxynaphthalen-2-yl)-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxideHCID 66748353—

Reaction Steps

To a suspension of NaH (60%, 951 mg) in THF (dry) (40 mL) was added 2-chloroethanesulfonyl chloride (1.50 mL) at 0° C. and the mixture was stirred for 5 min at the same temperature. A solution of 3-(6-methoxynaphthalen-2-yl)pyridin-2-amine (1190 mg) in THF (dry) (25 mL) was added at 0° C. and the mixture was stirred at room temperature overnight. The mixture was quenched with water. Water and EtOAc were added and the precipitates were collected, washed with water/EtOAc, dried in vacuo to give the title compound (835.3 mg). A part of this was recrystallized from MeCN-THF/IPE.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-648e48bc00044565a389d653f6fb540e
Source noteuspto-grants-2015_10