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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982166Generated: October 28, 2026

Triethylamine → N-carbomethoxy-N'-benzylsulfamoyl-O-methylisourea

https://huagongshe.com/reaction/1982166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzylsulfamyl chlorideHCID 13529095—
ReactantMethyl N-(iminomethoxymethyl)carbamateHCID 137319931—
SolventTetrahydrofuranHCID 8028—
ProductN-carbomethoxy-N'-benzylsulfamoyl-O-methylisoureaHCID 70392213—

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 aq. 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 numberUS04595683
Source datasetuspto-grants-1986_06
ORD IDord-7893914eec8143aa87ab92f4bb98fbdd
Source noteuspto-grants-1986_06