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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410633Generated: November 2, 2026

Dimethylformamide → n-(4-Methanesulfonylamino-2-sulfamoylphenyl)malonamic acid methyl ester

https://huagongshe.com/reaction/2410633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDimethylacetamideHCID 31374—
ReactantHCID 86762633HCID 86762633—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Productn-(4-Methanesulfonylamino-2-sulfamoylphenyl)malonamic acid methyl esterHCID 24858399—

Reaction Steps

reducing the N-(4-nitro-2-sulfamoyl-phenyl)-malonamic acid methyl ester (III), via a catalyst in the presence of an polar aprotic solvent or polar aprotic solvent mixture, to form N-(4-amino-2-sulfamoyl-phenyl)-malonamic acid methyl ester (IV), wherein the aprotic solvent is selected from the group consisting of DMF, DMA, THF, NMP or solvent mixtures thereof, and is more preferably a solvent mixture, and d. mesylating the N-(4-amino-2-sulfamoyl-phenyl)-malonamic acid methyl ester (IV), via addition of methanesulfonyl chloride to a suspension of N-(4-amino-2-sulfamoyl-phenyl)-malonamic acid methyl ester (IV) and pyridine to form the intermediate compound N-(4-methanesulfonylamino-2-sulfamoyl-phenyl)-malonamic acid methyl ester (V).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816120B2
Source datasetuspto-grants-2014_08
ORD IDord-09ba454c694849e1bc66f11c966d2c4e
Source noteuspto-grants-2014_08