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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1252027Generated: October 26, 2026

Triethylamine → 3-Amino-2-Benzyl-5-Methoxy-2H-1,2,4,6-thiatriazine-1,1-dioxide

https://huagongshe.com/reaction/1252027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzylsulfamyl chlorideHCID 13529095—
ReactantMethyl N-(iminomethoxymethyl)carbamateHCID 137319931—
SolventTetrahydrofuranHCID 8028—
Product3-Amino-2-Benzyl-5-Methoxy-2H-1,2,4,6-thiatriazine-1,1-dioxideHCID 20140918—

Reaction Steps

A solution of benzylsulfamoyl chloride (168 g) in anhydrous THF (300 ml) is added dropwise to a stirred solution of N-carbomethoxy-O-methylisourea (107 g) and triethylamine (90 g) in anhydrous THF (800 ml) under nitrogen at -70° C. The resulting suspension is warmed to RT, filtered and the filtrate evaporated in vacuo. The residue is partitioned between methylene chloride and 0.5N aqueous HCl. The organic layer is dried, filtered, and concentrated in vacuo affording the desired product as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04742055
Source datasetuspto-grants-1988_05
ORD IDord-62b52b96d75b476896011517204416ba
Source noteuspto-grants-1988_05