HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Phenyl 3-(methanesulfonylaminocarbonyl)phenylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 1-(Methylsulphonylaminocarbonyl)-3-aminobenzene | HCID 21201701 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Phenyl 3-(methanesulfonylaminocarbonyl)phenylcarbamate | HCID 19603274 | 96.1% |
Reaction Steps
To a solution of N-(3-aminobenzoyl)methanesulfonamide (400 mg) in dioxane (4 ml) and 1N sodium hydroxide solution (3.73 ml) was added phenyl chloroformate (351 mg) under ice-cooling, and the mixture was stirred for 2.5 hours at ambient temperature. Water was added thereto, the mixture was adjusted pH 3 with hydrochloric acid. The mixture was extracted with chloroform-methanol, and the extract was dried over magnesium sulfate and concentrated in vacuo to give phenyl 3-(methanesulfonylaminocarbonyl)phenylcarbamate (600 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05994368 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-cab1cadfffd24f84880b46d3783ff733 |
| Source note | uspto-grants-1999_11 |