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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622712Generated: October 25, 2026

Ethanesulfonylchloride, 2-chloro- → 9-[4-(3-Methylphenoxy)phenyl]-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide

https://huagongshe.com/reaction/1622712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanesulfonylchloride, 2-chloro-HCID 15385—
ReactantSodium hydrideHCID 24758—
Reactant3-(4-(3-Methylphenoxy)phenyl)pyridin-2-amineHCID 66747992—
SolventTetrahydrofuranHCID 8028—
Product9-[4-(3-Methylphenoxy)phenyl]-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxideHCID 66748857—

Reaction Steps

To a suspension of NaH (60%, 370 mg) in THF (dry) (25 mL) was added 2-chloroethanesulfonyl chloride (0.583 mL) at 0° C. and the mixture was stirred for 5 min at the same temperature. A solution of 3-(4-(3-methylphenoxy)phenyl)pyridin-2-amine (511 mg) in THF (dry) (40 mL) was added at 0° C. and the mixture was stirred at room temperature overnight. The mixture was quenched with water at 0° C. Water, EtOAc and IPE were added and the precipitates were collected, washed with water/EtOAc, dried in vacuo to give the title compound (514 mg) as a white solid. A part of this was recrystallized from MeCN/IPE.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778934B2
Source datasetuspto-grants-2014_07
ORD IDord-81610522227947129f5aae11863e2b72
Source noteuspto-grants-2014_07