HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167146Generated: November 1, 2026
Sodium Carbonate → 3-Chloro-4-(4-chlorophenyl)benzenamine
https://huagongshe.com/reaction/2167146
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | 4-Bromo-3-chloroaniline | HCID 88888 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-Chloro-4-(4-chlorophenyl)benzenamine | HCID 19878910 | — |
Reaction Steps
4-Bromo-3-chloroaniline (2.0 g, 9.7 mmol), (4-chlorophenyl)boronic acid (2.0 g, 12.7 mmol), Pd(dppf)Cl2 (713 mg, 1.0 mmol), 2M aqueous Na2CO3 (12.2 mL, 24.4 mmol) were dissolved in 1,4-dioxane (30 mL) and the resulting mixture was heated to 90° C. After 16 h the resulting mixture was cooled to room temperature, then diluted with EtOAc, washed with water and brine. The organic layer was dried (Na2SO4), concentrated and diethyl ether was added. The resulting precipitate was filtered and dried in vacuo to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045389B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-b82b25232f6d4ccfb3520a62e5b72742 |
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| Source note | uspto-grants-2015_06 |
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