HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(3-Amino-phenylsulfanyl)-N-(3-bromo-phenyl)-3-nitro-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Aminothiophenol | HCID 31577 | — |
| Reactant | N-(3-bromophenyl)-4-chloro-3-nitrobenzamide | HCID 1368133 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Amino-phenylsulfanyl)-N-(3-bromo-phenyl)-3-nitro-benzamide | HCID 67040274 | 107.7% |
Reaction Steps
A solution of N-(3-Bromo-phenyl)-4-chloro-3-nitro-benzamide (from Example 26A) (2.13 g, 6.0 mmol), 3-aminothiophenol (0.75 g, 6.0 mmol) and cesium carbonate (4.0 g, 12.0 mmol) in N,N-dimethylformamide (20 mL) was heated to 95° C. for 3 hours. After cooling to room temperature the mixture was poured into ice water (100 mL) and the resultant solution adjusted to pH 6 with 1N aqueous hydrochloric acid. The solution was then extracted with ethyl acetate (3×50 mL), the combined extracts dried over sodium sulfate, filtered and concentrated under vacuum to provide the title compound (2.87 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910595B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-4a1adf56b40045a2b612e07f130f2146 |
| Source note | uspto-grants-2011_03 |