HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Amino-n-tert.-butyl-2-dimethylaminocarbonylbenzenesulfonamide | HCID 15240544 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide | HCID 15240545 | 83.3% |
Reaction Steps
0.47 g of methyl chloroformate is added dropwise to a suspension of 1.50 g of 5-amino-N-tert.-butyl-2-dimethylaminocarbonyl-benzenesulfonamide (Example e) and 1.46 g of NaHCO3 in 50 ml of CH3CN at 0° C. When the reaction has ended, the reaction mixture is taken up in ethyl acetate and the mixture is washed with 1N hydrochloric acid, dried over MgSO4 and concentrated. 1.48 g of N-tert.-butyl-2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide are thus obtained; m.p.: 184-188° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498253B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-cde37942d3594074b26781c671cffbf3 |
| Source note | uspto-grants-2002_12 |