HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid (3-bromo-phenyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-Bromoaniline | HCID 11562 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 5-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid | HCID 67040639 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid (3-bromo-phenyl)-amide | HCID 67040999 | — |
Reaction Steps
The product from Example 351C was dissolved in dichloromethane followed by the addition of a solution of oxalyl chloride and a catalytic amount of dimethylformamide. The solution was stirred at room temperature for 3 hours followed by the addition of 3-bromoaniline and pyridine. The resultant solution was stirred at room temperature for 20 hours followed by the addition of water and extraction of the solution with ethyl acetate, the organic extracts dried and concentrated under vacuum to provide the crude product, which was purified by silica gel chromatograpy to provide the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910595B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-ab90165e53c14013b1b83a758ed72568 |
| Source note | uspto-grants-2011_03 |