HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromoacetamide → N2-{4-chloro-2-[hydroxy(3-methoxyphenyl)methyl]phenyl}-N2-[(3,4-dimethoxyphenyl)sulfonyl]glycinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromoacetamide | HCID 69632 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-{4-chloro-2-[(3-methoxyphenyl)(hydroxy)methyl]phenyl}-3,4-dimethoxybenzenesulfonamide | HCID 68567514 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N2-{4-chloro-2-[hydroxy(3-methoxyphenyl)methyl]phenyl}-N2-[(3,4-dimethoxyphenyl)sulfonyl]glycinamide | HCID 58941201 | 50.9% |
Reaction Steps
To 0.7 g of N-{4-chloro-2-[(3-methoxyphenyl)(hydroxy)methyl]phenyl}-3,4-dimethoxybenzenesulfonamide dissolved in 5 ml of THF are added, at room temperature, 0.2 g of potassium tert-butoxide and 0.25 g of 2-bromoacetamide. After 48 hours at 20° C., the reaction medium is concentrated, taken up in ethyl acetate and washed with water. The organic phase is dried over anhydrous sodium sulfate and concentrated. The residue is chromatographed on a column of silica gel, eluting with dichloromethane to give 0.4 g of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396958B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-16c6800fec944a298707f4be9b5e2efc |
| Source note | uspto-grants-2008_07 |