HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → n-(4-Methanesulfonylamino-2-sulfamoylphenyl)malonamic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | HCID 86762633 | HCID 86762633 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | n-(4-Methanesulfonylamino-2-sulfamoylphenyl)malonamic acid methyl ester | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816120B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-09ba454c694849e1bc66f11c966d2c4e |
| Source note | uspto-grants-2014_08 |