Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405643Generated: October 25, 2026

Sodium Chloride → Ethyl 7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate 2,2-dioxide

https://huagongshe.com/reaction/1405643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium CarbonateHCID 10340—
ReactantEthanesulfonylchloride, 2-chloro-HCID 15385—
ReactantEthyl 2-amino-5-methylnicotinateHCID 13070843—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
ProductEthyl 7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate 2,2-dioxideHCID 66748581—

Reaction Steps

To a solution of ethyl 2-amino-5-methylpyridine-3-carboxylate (368 mg) in DMF (20 mL) were added pyridine (0.66 mL) and 2-chloroethanesulfonyl chloride (0.32 mL), and the mixture was stirred at room temperature for 3 hr. To the reaction mixture were added water (50 mL) and sodium carbonate (1 g), sodium chloride was saturated and the mixture was extracted 3 times with ethyl acetate. The extracts were collected, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (111 mg) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-9e8405449272477a8395702ad746ba95
Source noteuspto-grants-2014_12