HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Cyano-2-(4-methoxybenzenesulfonylamino)-3-methyl-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl ester | HCID 54218359 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Cyano-2-(4-methoxybenzenesulfonylamino)-3-methyl-benzoic acid | HCID 17866668 | 58% |
Reaction Steps
To a solution of 4.0 g (10 mmol) of the product of Example 10 in 60 mL of pyridi was added 2.0 g (22 mmol) of copper (I) cyanide and the resulting mixture was refluxed for 48 h. The reaction mixture was then cooled to room temperature, poured over cold water, stirred for 16 h and then carefully acidified with concentrated HCl solution. The resulting solid was filtered and washed with water, dissolved in chloroform, dried over MgSO4, filtered and concentrated in vacuo. The residue was triturated with ether, filtered and dried to provide 2.0 g (58%) of the desired product as a white solid. m.p. 175° C.; Electrospray Mass Spec 347 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929097 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-4d1050b3766b48859a63e7e4bef86969 |
| Source note | uspto-grants-1999_07 |