HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Benzyl 2,6-difluoro-3-(propane-1-sulfonamido)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Propanesulfonyl chloride | HCID 66279 | — |
| Reactant | Benzyl 3-amino-2,6-difluorobenzoate | HCID 53396458 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 2,6-difluoro-3-(propane-1-sulfonamido)benzoate | HCID 53396460 | — |
Reaction Steps
To 3-amino-2,6-difluoro-benzoic acid benzyl ester (43, 6.00 g, 22.8 mmol) in methylene chloride (150 mL) was added pyridine (2.76 mL, 34.2 mmol) and propane-1-sulfonyl chloride (3.80 mL, 33.8 mmol). The reaction was stirred at room temperature overnight. Then the reaction was poured into water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtrated and concentrated. The desired compound was isolated with silica gel column chromatography to give a colorless oil (44, 7.0 g, 83.1%). MS (ESI) [M+H+]+=370.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143271B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-a5cc05b259ed48658546652fb64f08c0 |
| Source note | uspto-grants-2012_03 |