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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622784Generated: October 30, 2026

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

https://huagongshe.com/reaction/1622784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanesulfonylchloride, 2-chloro-HCID 15385—
ReactantSodium hydrideHCID 24758—
Reactant3-(4-(Cyclohexyloxy)phenyl)pyridin-2-amineHCID 66748762—
SolventTetrahydrofuranHCID 8028—
Product9-[4-(Cyclohexyloxy)phenyl]-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxideHCID 56655834—

Reaction Steps

To a suspension of NaH (60%, 127 mg) in THF (dry) (5 mL) was added 2-chloroethanesulfonyl chloride (0.200 mL) at 0° C. and the mixture was stirred for 5 min at the same temperature. A solution of 3-[4-(cyclohexyloxy)phenyl]pyridin-2-amine (170 mg) in THF (dry) (5 mL) was added at 0° C. and the mixture was stirred at room temperature under nitrogen overnight. The mixture was quenched with water at 0° C. carefully. Water was added to form precipitates which were washed with water and hexane, collected and dried in vacuo to give the title compound (148 mg) as a white powder. A part of this product was crystallized from MeCN-THF/IPE to give a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778934B2
Source datasetuspto-grants-2014_07
ORD IDord-cb05614276434bf2a48e0af75806d546
Source noteuspto-grants-2014_07